Daily Papers

Long conversations with an AI agent create a simple problem for one user: the history is useful, but carrying it verbatim is expensive. We study personalized agent memory: one user's conversation history with an agent, distilled into a compact retrieval layer for later search. Each exchange is compressed into a compound object with four fields (exchange_core, specific_context, thematic room_assignments, and regex-extracted files_touched). The searchable distilled text averages 38 tokens per exchange. Applied to 4,182 conversations (14,340 exchanges) from 6 software engineering projects, the method reduces average exchange length from 371 to 38 tokens, yielding 11x compression. We evaluate whether personalized recall survives that compression using 201 recall-oriented queries, 107 configurations spanning 5 pure and 5 cross-layer search modes, and 5 LLM graders (214,519 consensus-graded query-result pairs). The best pure distilled configuration reaches 96% of the best verbatim MRR (0.717 vs 0.745). Results are mechanism-dependent. All 20 vector search configurations remain non-significant after Bonferroni correction, while all 20 BM25 configurations degrade significantly (effect sizes |d|=0.031-0.756). The best cross-layer setup slightly exceeds the best pure verbatim baseline (MRR 0.759). Structured distillation compresses single-user agent memory without uniformly sacrificing retrieval quality. At 1/11 the context cost, thousands of exchanges fit within a single prompt while the verbatim source remains available for drill-down. We release the implementation and analysis pipeline as open-source software.

In this work, we study how URL extraction results depend on input format. We compiled a pilot dataset by extracting URLs from 10 arXiv papers and used the same heuristic method to extract URLs from four formats derived from the PDF files or the source LaTeX files. We found that accurate and complete URL extraction from any single format or a combination of multiple formats is challenging, with the best F1-score of 0.71. Using the pilot dataset, we evaluate extraction performance across formats and show that structured formats like HTML and XML produce more accurate results than PDFs or Text. Combining multiple formats improves coverage, especially when targeting research-critical resources. We further apply URL extraction on two tasks, namely classifying URLs into open-access datasets and software and the others, and analyzing the trend of URLs usage in arXiv papers from 1992 to 2024. These results suggest that using a combination of multiple formats achieves better performance on URL extraction than a single format, and the number of URLs in arXiv papers has been steadily increasing since 1992 to 2014 and has been drastically increasing from 2014 to 2024. The dataset and the Jupyter notebooks used for the preliminary analysis are publicly available at https://github.com/lamps-lab/arxiv-urls

This paper introduces Fundus, a user-friendly news scraper that enables users to obtain millions of high-quality news articles with just a few lines of code. Unlike existing news scrapers, we use manually crafted, bespoke content extractors that are specifically tailored to the formatting guidelines of each supported online newspaper. This allows us to optimize our scraping for quality such that retrieved news articles are textually complete and without HTML artifacts. Further, our framework combines both crawling (retrieving HTML from the web or large web archives) and content extraction into a single pipeline. By providing a unified interface for a predefined collection of newspapers, we aim to make Fundus broadly usable even for non-technical users. This paper gives an overview of the framework, discusses our design choices, and presents a comparative evaluation against other popular news scrapers. Our evaluation shows that Fundus yields significantly higher quality extractions (complete and artifact-free news articles) than prior work. The framework is available on GitHub under https://github.com/flairNLP/fundus and can be simply installed using pip.

ROOTS is a 1.6TB multilingual text corpus developed for the training of BLOOM, currently the largest language model explicitly accompanied by commensurate data governance efforts. In continuation of these efforts, we present the ROOTS Search Tool: a search engine over the entire ROOTS corpus offering both fuzzy and exact search capabilities. ROOTS is the largest corpus to date that can be investigated this way. The ROOTS Search Tool is open-sourced and available on Hugging Face Spaces. We describe our implementation and the possible use cases of our tool.

The process of annotating data within the legal sector is filled with distinct challenges that differ from other fields, primarily due to the inherent complexities of legal language and documentation. The initial task usually involves selecting an appropriate raw dataset that captures the intricate aspects of legal texts. Following this, extracting text becomes a complicated task, as legal documents often have complex structures, footnotes, references, and unique terminology. The importance of data cleaning is magnified in this context, ensuring that redundant information is eliminated while maintaining crucial legal details and context. Creating comprehensive yet straightforward annotation guidelines is imperative, as these guidelines serve as the road map for maintaining uniformity and addressing the subtle nuances of legal terminology. Another critical aspect is the involvement of legal professionals in the annotation process. Their expertise is valuable in ensuring that the data not only remains contextually accurate but also adheres to prevailing legal standards and interpretations. This paper provides an expanded view of these challenges and aims to offer a foundational understanding and guidance for researchers and professionals engaged in legal data annotation projects. In addition, we provide links to our created and fine-tuned datasets and language models. These resources are outcomes of our discussed projects and solutions to challenges faced while working on them.

Background: Leaking sensitive information, such as API keys, tokens, and credentials, in source code remains a persistent security threat. Traditional regex and entropy-based tools often generate high false positives due to limited contextual understanding. Aims: This work aims to enhance secret detection in source code using large language models (LLMs), reducing false positives while maintaining high recall. We also evaluate the feasibility of using fine-tuned, smaller models for local deployment. Method: We propose a hybrid approach combining regex-based candidate extraction with LLM-based classification. We evaluate pre-trained and fine-tuned variants of various Large Language Models on a benchmark dataset from 818 GitHub repositories. Various prompting strategies and efficient fine-tuning methods are employed for both binary and multiclass classification. Results: The fine-tuned LLaMA-3.1 8B model achieved an F1-score of 0.9852 in binary classification, outperforming regex-only baselines. For multiclass classification, Mistral-7B reached 0.982 accuracy. Fine-tuning significantly improved performance across all models. Conclusions: Fine-tuned LLMs offer an effective and scalable solution for secret detection, greatly reducing false positives. Open-source models provide a practical alternative to commercial APIs, enabling secure and cost-efficient deployment in development workflows.

We introduce an extensive new dataset of MIDI files, created by transcribing audio recordings of piano performances into their constituent notes. The data pipeline we use is multi-stage, employing a language model to autonomously crawl and score audio recordings from the internet based on their metadata, followed by a stage of pruning and segmentation using an audio classifier. The resulting dataset contains over one million distinct MIDI files, comprising roughly 100,000 hours of transcribed audio. We provide an in-depth analysis of our techniques, offering statistical insights, and investigate the content by extracting metadata tags, which we also provide. Dataset available at https://github.com/loubbrad/aria-midi.

We focus on electronic theses and dissertations (ETDs), aiming to improve access and expand their utility, since more than 6 million are publicly available, and they constitute an important corpus to aid research and education across disciplines. The corpus is growing as new born-digital documents are included, and since millions of older theses and dissertations have been converted to digital form to be disseminated electronically in institutional repositories. In ETDs, as with other scholarly works, figures and tables can communicate a large amount of information in a concise way. Although methods have been proposed for extracting figures and tables from born-digital PDFs, they do not work well with scanned ETDs. Considering this problem, our assessment of state-of-the-art figure extraction systems is that the reason they do not function well on scanned PDFs is that they have only been trained on born-digital documents. To address this limitation, we present ScanBank, a new dataset containing 10 thousand scanned page images, manually labeled by humans as to the presence of the 3.3 thousand figures or tables found therein. We use this dataset to train a deep neural network model based on YOLOv5 to accurately extract figures and tables from scanned ETDs. We pose and answer important research questions aimed at finding better methods for figure extraction from scanned documents. One of those concerns the value for training, of data augmentation techniques applied to born-digital documents which are used to train models better suited for figure extraction from scanned documents. To the best of our knowledge, ScanBank is the first manually annotated dataset for figure and table extraction for scanned ETDs. A YOLOv5-based model, trained on ScanBank, outperforms existing comparable open-source and freely available baseline methods by a considerable margin.

Logs are imperative in the development and maintenance process of many software systems. They record detailed runtime information that allows developers and support engineers to monitor their systems and dissect anomalous behaviors and errors. The increasing scale and complexity of modern software systems, however, make the volume of logs explodes. In many cases, the traditional way of manual log inspection becomes impractical. Many recent studies, as well as industrial tools, resort to powerful text search and machine learning-based analytics solutions. Due to the unstructured nature of logs, a first crucial step is to parse log messages into structured data for subsequent analysis. In recent years, automated log parsing has been widely studied in both academia and industry, producing a series of log parsers by different techniques. To better understand the characteristics of these log parsers, in this paper, we present a comprehensive evaluation study on automated log parsing and further release the tools and benchmarks for easy reuse. More specifically, we evaluate 13 log parsers on a total of 16 log datasets spanning distributed systems, supercomputers, operating systems, mobile systems, server applications, and standalone software. We report the benchmarking results in terms of accuracy, robustness, and efficiency, which are of practical importance when deploying automated log parsing in production. We also share the success stories and lessons learned in an industrial application at Huawei. We believe that our work could serve as the basis and provide valuable guidance to future research and deployment of automated log parsing.

Within the past few decades we have witnessed digital revolution, which moved scholarly communication to electronic media and also resulted in a substantial increase in its volume. Nowadays keeping track with the latest scientific achievements poses a major challenge for the researchers. Scientific information overload is a severe problem that slows down scholarly communication and knowledge propagation across the academia. Modern research infrastructures facilitate studying scientific literature by providing intelligent search tools, proposing similar and related documents, visualizing citation and author networks, assessing the quality and impact of the articles, and so on. In order to provide such high quality services the system requires the access not only to the text content of stored documents, but also to their machine-readable metadata. Since in practice good quality metadata is not always available, there is a strong demand for a reliable automatic method of extracting machine-readable metadata directly from source documents. This research addresses these problems by proposing an automatic, accurate and flexible algorithm for extracting wide range of metadata directly from scientific articles in born-digital form. Extracted information includes basic document metadata, structured full text and bibliography section. Designed as a universal solution, proposed algorithm is able to handle a vast variety of publication layouts with high precision and thus is well-suited for analyzing heterogeneous document collections. This was achieved by employing supervised and unsupervised machine-learning algorithms trained on large, diverse datasets. The evaluation we conducted showed good performance of proposed metadata extraction algorithm. The comparison with other similar solutions also proved our algorithm performs better than competition for most metadata types.

As a pivotal task in natural language processing, element extraction has gained significance in the legal domain. Extracting legal elements from judicial documents helps enhance interpretative and analytical capacities of legal cases, and thereby facilitating a wide array of downstream applications in various domains of law. Yet existing element extraction datasets are limited by their restricted access to legal knowledge and insufficient coverage of labels. To address this shortfall, we introduce a more comprehensive, large-scale criminal element extraction dataset, comprising 15,831 judicial documents and 159 labels. This dataset was constructed through two main steps: first, designing the label system by our team of legal experts based on prior legal research which identified critical factors driving and processes generating sentencing outcomes in criminal cases; second, employing the legal knowledge to annotate judicial documents according to the label system and annotation guideline. The Legal Element ExtraCtion dataset (LEEC) represents the most extensive and domain-specific legal element extraction dataset for the Chinese legal system. Leveraging the annotated data, we employed various SOTA models that validates the applicability of LEEC for Document Event Extraction (DEE) task. The LEEC dataset is available on https://github.com/THUlawtech/LEEC .

Retrieval-Augmented Generation (RAG), while serving as a viable complement to large language models (LLMs), often overlooks the crucial aspect of text chunking within its pipeline. This paper initially introduces a dual-metric evaluation method, comprising Boundary Clarity and Chunk Stickiness, to enable the direct quantification of chunking quality. Leveraging this assessment method, we highlight the inherent limitations of traditional and semantic chunking in handling complex contextual nuances, thereby substantiating the necessity of integrating LLMs into chunking process. To address the inherent trade-off between computational efficiency and chunking precision in LLM-based approaches, we devise the granularity-aware Mixture-of-Chunkers (MoC) framework, which consists of a three-stage processing mechanism. Notably, our objective is to guide the chunker towards generating a structured list of chunking regular expressions, which are subsequently employed to extract chunks from the original text. Extensive experiments demonstrate that both our proposed metrics and the MoC framework effectively settle challenges of the chunking task, revealing the chunking kernel while enhancing the performance of the RAG system.

Recently, Carlini et al. demonstrated the widely used model Stable Diffusion can regurgitate real training samples, which is troublesome from a copyright perspective. In this work, we provide an efficient extraction attack on par with the recent attack, with several order of magnitudes less network evaluations. In the process, we expose a new phenomena, which we dub template verbatims, wherein a diffusion model will regurgitate a training sample largely in tact. Template verbatims are harder to detect as they require retrieval and masking to correctly label. Furthermore, they are still generated by newer systems, even those which de-duplicate their training set, and we give insight into why they still appear during generation. We extract training images from several state of the art systems, including Stable Diffusion 2.0, Deep Image Floyd, and finally Midjourney v4. We release code to verify our extraction attack, perform the attack, as well as all extracted prompts at https://github.com/ryanwebster90/onestep-extraction.

We present the WASABI Song Corpus, a large corpus of songs enriched with metadata extracted from music databases on the Web, and resulting from the processing of song lyrics and from audio analysis. More specifically, given that lyrics encode an important part of the semantics of a song, we focus here on the description of the methods we proposed to extract relevant information from the lyrics, such as their structure segmentation, their topics, the explicitness of the lyrics content, the salient passages of a song and the emotions conveyed. The creation of the resource is still ongoing: so far, the corpus contains 1.73M songs with lyrics (1.41M unique lyrics) annotated at different levels with the output of the above mentioned methods. Such corpus labels and the provided methods can be exploited by music search engines and music professionals (e.g. journalists, radio presenters) to better handle large collections of lyrics, allowing an intelligent browsing, categorization and segmentation recommendation of songs.

Logs, being run-time information automatically generated by software, record system events and activities with their timestamps. Before obtaining more insights into the run-time status of the software, a fundamental step of log analysis, called log parsing, is employed to extract structured templates and parameters from the semi-structured raw log messages. However, current log parsers are all syntax-based and regard each message as a character string, ignoring the semantic information included in parameters and templates. Thus, we propose the semantic-based parser SemParser to unlock the critical bottleneck of mining semantics from log messages. It contains two steps, an end-to-end semantic miner and a joint parser. Specifically, the first step aims to identify explicit semantics inside a single log, and the second step is responsible for jointly inferring implicit semantics and computing structural outputs based on the contextual knowledge base. To analyze the effectiveness of our semantic parser, we first demonstrate that it can derive rich semantics from log messages collected from six widely-applied systems with an average F1 score of 0.985. Then, we conduct two representative downstream tasks, showing that current downstream models improve their performance with appropriately extracted semantics by 1.2%-11.7% and 8.65% on two anomaly detection datasets and a failure identification dataset, respectively. We believe these findings provide insights into semantically understanding log messages for the log analysis community.

Textual health records of cancer patients are usually protracted and highly unstructured, making it very time-consuming for health professionals to get a complete overview of the patient's therapeutic course. As such limitations can lead to suboptimal and/or inefficient treatment procedures, healthcare providers would greatly benefit from a system that effectively summarizes the information of those records. With the advent of deep neural models, this objective has been partially attained for English clinical texts, however, the research community still lacks an effective solution for languages with limited resources. In this paper, we present the approach we developed to extract procedures, drugs, and diseases from oncology health records written in European Portuguese. This project was conducted in collaboration with the Portuguese Institute for Oncology which, besides holding over 10 years of duly protected medical records, also provided oncologist expertise throughout the development of the project. Since there is no annotated corpus for biomedical entity extraction in Portuguese, we also present the strategy we followed in annotating the corpus for the development of the models. The final models, which combined a neural architecture with entity linking, achieved F_1 scores of 88.6, 95.0, and 55.8 per cent in the mention extraction of procedures, drugs, and diseases, respectively.

The Automunge open source python library platform for tabular data pre-processing automates feature engineering data transformations of numerical encoding and missing data infill to received tidy data on bases fit to properties of columns in a designated train set for consistent and efficient application to subsequent data pipelines such as for inference, where transformations may be applied to distinct columns in "family tree" sets with generations and branches of derivations. Included in the library of transformations are methods to extract structure from bounded categorical string sets by way of automated string parsing, in which comparisons between entries in the set of unique values are parsed to identify character subset overlaps which may be encoded by appended columns of boolean overlap detection activations or by replacing string entries with identified overlap partitions. Further string parsing options, which may also be applied to unbounded categoric sets, include extraction of numeric substring partitions from entries or search functions to identify presence of specified substring partitions. The aggregation of these methods into "family tree" sets of transformations are demonstrated for use to automatically extract structure from categoric string compositions in relation to the set of entries in a column, such as may be applied to prepare categoric string set encodings for machine learning without human intervention.

The proliferation of open-source scientific software for science and research presents opportunities and challenges. In this paper, we introduce the SciCat dataset -- a comprehensive collection of Free-Libre Open Source Software (FLOSS) projects, designed to address the need for a curated repository of scientific and research software. This collection is crucial for understanding the creation of scientific software and aiding in its development. To ensure extensive coverage, our approach involves selecting projects from a pool of 131 million deforked repositories from the World of Code data source. Subsequently, we analyze README.md files using OpenAI's advanced language models. Our classification focuses on software designed for scientific purposes, research-related projects, and research support software. The SciCat dataset aims to become an invaluable tool for researching science-related software, shedding light on emerging trends, prevalent practices, and challenges in the field of scientific software development. Furthermore, it includes data that can be linked to the World of Code, GitHub, and other platforms, providing a solid foundation for conducting comparative studies between scientific and non-scientific software.

We present FineFreq, a large-scale multilingual character frequency dataset derived from the FineWeb and FineWeb2 corpora, covering over 1900 languages and spanning 2013-2025. The dataset contains frequency counts for 96 trillion characters processed from 57 TB of compressed text. For each language, FineFreq provides per-character statistics with aggregate and year-level frequencies, allowing fine-grained temporal analysis. The dataset preserves naturally occurring multilingual features such as cross-script borrowings, emoji, and acronyms without applying artificial filtering. Each character entry includes Unicode metadata (category, script, block), enabling domain-specific or other downstream filtering and analysis. The full dataset is released in both CSV and Parquet formats, with associated metadata, available on GitHub and HuggingFace. https://github.com/Bin-2/FineFreq

In this work, we show that it is possible to extract significant amounts of alignment training data from a post-trained model -- useful to steer the model to improve certain capabilities such as long-context reasoning, safety, instruction following, and maths. While the majority of related work on memorisation has focused on measuring success of training data extraction through string matching, we argue that embedding models are better suited for our specific goals. Distances measured through a high quality embedding model can identify semantic similarities between strings that a different metric such as edit distance will struggle to capture. In fact, in our investigation, approximate string matching would have severely undercounted (by a conservative estimate of 10times) the amount of data that can be extracted due to trivial artifacts that deflate the metric. Interestingly, we find that models readily regurgitate training data that was used in post-training phases such as SFT or RL. We show that this data can be then used to train a base model, recovering a meaningful amount of the original performance. We believe our work exposes a possibly overlooked risk towards extracting alignment data. Finally, our work opens up an interesting discussion on the downstream effects of distillation practices: since models seem to be regurgitating aspects of their training set, distillation can therefore be thought of as indirectly training on the model's original dataset.

Large language models are increasingly trained on all the data ever produced by humans. Many have raised concerns about the trustworthiness of public benchmarks due to potential contamination in pre-training or fine-tuning datasets. While most data decontamination efforts apply string matching (e.g., n-gram overlap) to remove benchmark data, we show that these methods are insufficient, and simple variations of test data (e.g., paraphrasing, translation) can easily bypass these decontamination measures. Furthermore, we demonstrate that if such variation of test data is not eliminated, a 13B model can easily overfit a test benchmark and achieve drastically high performance, on par with GPT-4. We validate such observations in widely used benchmarks such as MMLU, GSK8k, and HumanEval. To address this growing risk, we propose a stronger LLM-based decontamination method and apply it to widely used pre-training and fine-tuning datasets, revealing significant previously unknown test overlap. For example, in pre-training sets such as RedPajama-Data-1T and StarCoder-Data, we identified that 8-18\% of the HumanEval benchmark overlaps. Interestingly, we also find such contamination in synthetic dataset generated by GPT-3.5/4, suggesting a potential risk of unintentional contamination. We urge the community to adopt stronger decontamination approaches when using public benchmarks. Moreover, we call for the community to actively develop fresh one-time exams to evaluate models accurately. Our decontamination tool is publicly available at https://github.com/lm-sys/llm-decontaminator.

Prompt injection attacks manipulate large language models (LLMs) by misleading them to deviate from the original input instructions and execute maliciously injected instructions, because of their instruction-following capabilities and inability to distinguish between the original input instructions and maliciously injected instructions. To defend against such attacks, recent studies have developed various detection mechanisms. If we restrict ourselves specifically to works which perform detection rather than direct defense, most of them focus on direct prompt injection attacks, while there are few works for the indirect scenario, where injected instructions are indirectly from external tools, such as a search engine. Moreover, current works mainly investigate injection detection methods and pay less attention to the post-processing method that aims to mitigate the injection after detection. In this paper, we investigate the feasibility of detecting and removing indirect prompt injection attacks, and we construct a benchmark dataset for evaluation. For detection, we assess the performance of existing LLMs and open-source detection models, and we further train detection models using our crafted training datasets. For removal, we evaluate two intuitive methods: (1) the segmentation removal method, which segments the injected document and removes parts containing injected instructions, and (2) the extraction removal method, which trains an extraction model to identify and remove injected instructions.

Retrieval-augmented generation (RAG) has recently demonstrated considerable potential for repository-level code completion, as it integrates cross-file knowledge with in-file preceding code to provide comprehensive contexts for generation. To better understand the contribution of the retrieved cross-file contexts, we introduce a likelihood-based metric to evaluate the impact of each retrieved code chunk on the completion. Our analysis reveals that, despite retrieving numerous chunks, only a small subset positively contributes to the completion, while some chunks even degrade performance. To address this issue, we leverage this metric to construct a repository-level dataset where each retrieved chunk is labeled as positive, neutral, or negative based on its relevance to the target completion. We then propose an adaptive retrieval context filtering framework, CODEFILTER, trained on this dataset to mitigate the harmful effects of negative retrieved contexts in code completion. Extensive evaluation on the RepoEval and CrossCodeLongEval benchmarks demonstrates that CODEFILTER consistently improves completion accuracy compared to approaches without filtering operations across various tasks. Additionally, CODEFILTER significantly reduces the length of the input prompt, enhancing computational efficiency while exhibiting strong generalizability across different models. These results underscore the potential of CODEFILTER to enhance the accuracy, efficiency, and attributability of repository-level code completion.

The Archives Unleashed project aims to improve scholarly access to web archives through a multi-pronged strategy involving tool creation, process modeling, and community building - all proceeding concurrently in mutually-reinforcing efforts. As we near the end of our initially-conceived three-year project, we report on our progress and share lessons learned along the way. The main contribution articulated in this paper is a process model that decomposes scholarly inquiries into four main activities: filter, extract, aggregate, and visualize. Based on the insight that these activities can be disaggregated across time, space, and tools, it is possible to generate "derivative products", using our Archives Unleashed Toolkit, that serve as useful starting points for scholarly inquiry. Scholars can download these products from the Archives Unleashed Cloud and manipulate them just like any other dataset, thus providing access to web archives without requiring any specialized knowledge. Over the past few years, our platform has processed over a thousand different collections from about two hundred users, totaling over 280 terabytes of web archives.

Previous work has shown that Large Language Models are susceptible to so-called data extraction attacks. This allows an attacker to extract a sample that was contained in the training data, which has massive privacy implications. The construction of data extraction attacks is challenging, current attacks are quite inefficient, and there exists a significant gap in the extraction capabilities of untargeted attacks and memorization. Thus, targeted attacks are proposed, which identify if a given sample from the training data, is extractable from a model. In this work, we apply a targeted data extraction attack to the SATML2023 Language Model Training Data Extraction Challenge. We apply a two-step approach. In the first step, we maximise the recall of the model and are able to extract the suffix for 69% of the samples. In the second step, we use a classifier-based Membership Inference Attack on the generations. Our AutoSklearn classifier achieves a precision of 0.841. The full approach reaches a score of 0.405 recall at a 10% false positive rate, which is an improvement of 34% over the baseline of 0.301.

Background: Generative artificial intelligence (AI) deployment in academic medical settings raises copyright compliance concerns. Dana-Farber Cancer Institute implemented GPT4DFCI, an internal generative AI tool utilizing OpenAI models, that is approved for enterprise use in research and operations. Given (1) the exceptionally broad adoption of the tool in our organization, (2) our research mission, and (3) the shared responsibility model required to benefit from Customer Copyright Commitment in Azure OpenAI Service products, we deemed rigorous copyright compliance testing necessary. Case Description: We conducted a structured red teaming exercise in Nov. 2024, with 42 participants from academic, industry, and government institutions. Four teams attempted to extract copyrighted content from GPT4DFCI across four domains: literary works, news articles, scientific publications, and access-restricted clinical notes. Teams successfully extracted verbatim book dedications and near-exact passages through various strategies. News article extraction failed despite jailbreak attempts. Scientific article reproduction yielded only high-level summaries. Clinical note testing revealed appropriate privacy safeguards. Discussion: The successful extraction of literary content indicates potential copyrighted material presence in training data, necessitating inference-time filtering. Differential success rates across content types suggest varying protective mechanisms. The event led to implementation of a copyright-specific meta-prompt in GPT4DFCI; this mitigation has been in production since Jan. 2025. Conclusion: Systematic red teaming revealed specific vulnerabilities in generative AI copyright compliance, leading to concrete mitigation strategies. Academic medical institutions deploying generative AI should implement continuous testing protocols to ensure legal and ethical compliance.