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This research introduces LLMail-Inject, a massive dataset of 208,095 human-written indirect prompt injection attacks that exposes critical vulnerabilities in current model defenses. The study demonstrates that models achieving high security scores on static benchmarks suffer significantly higher attack success rates when faced with this diverse, real-world adversarial data, highlighting the limitations of existing training sets for robustness. By releasing a platform with multiple difficulty tiers and rich annotations, the authors provide an essential resource for advancing AI safety against evolving injection vectors.
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LLMail-Inject: A Dataset from a Realistic Adaptive Prompt Injection Challenge

arXiv2 min read

arXiv:2506.09956v2 Announce Type: replace-cross Abstract: Indirect prompt injection attacks exploit a fundamental weakness of LLMs: executing unauthorized tasks from untrusted sources. Despite the practical significance of this attack vector, existing benchmarks rely on small sets of template-based attacks (100-1,000 examples) that fail to capture the diversity and adaptiveness of real-world adversaries. Consequently, benchmarks are saturated and overfit to static attacks. We introduce LLMail-Inject, a large-scale benchmark of 208,095 distinct human-written attack prompts collected through a public red-teaming challenge with 839 participants. LLMail-Inject evaluates the attack's complete chain of execution: prompts must be retrieved from an email database, evade production-level defenses, and trigger unauthorized tool calls with correct arguments. Evaluation reveals that models that achieve 5% attack success rate (ASR) on existing benchmarks fail more on LLMail-Inject: Meta SecAlign--specifically trained against prompt injection--still yields 32% ASR, GPT-4o exhibits 58% ASR, and GPT-5 mini 47% ASR. We further demonstrate that attacks transfer across domains, achieving 37% ASR on proof-of-concept coding tasks and 28-45% ASR on file management tasks. We release our challenge platform and curated evaluation subsets at multiple difficulty tiers and the full dataset with rich annotations.

Abstract:Indirect prompt injection attacks exploit a fundamental weakness of LLMs: executing unauthorized tasks from untrusted sources. Despite the practical significance of this attack vector, existing benchmarks rely on small sets of template-based attacks (100-1,000 examples) that fail to capture the diversity and adaptiveness of real-world adversaries. Consequently, benchmarks are saturated and overfit to static attacks. We introduce LLMail-Inject, a large-scale benchmark of 208,095 distinct human-written attack prompts collected through a public red-teaming challenge with 839 participants. LLMail-Inject evaluates the attack's complete chain of execution: prompts must be retrieved from an email database, evade production-level defenses, and trigger unauthorized tool calls with correct arguments. Evaluation reveals that models that achieve 5% attack success rate (ASR) on existing benchmarks fail more on LLMail-Inject: Meta SecAlign--specifically trained against prompt injection--still yields 32% ASR, GPT-4o exhibits 58% ASR, and GPT-5 mini 47% ASR. We further demonstrate that attacks transfer across domains, achieving 37% ASR on proof-of-concept coding tasks and 28-45% ASR on file management tasks. We release our challenge platform and curated evaluation subsets at multiple difficulty tiers and the full dataset with rich annotations.

Dataset at: this https URL. Accepted at EMNLP 2026 (Findings)

Cryptography and Security (cs.CR); Artificial Intelligence (cs.AI)

arXiv:2506.09956 [cs.CR]

(or arXiv:2506.09956v2 [cs.CR] for this version)

https://doi.org/10.48550/arXiv.2506.09956 Focus to learn more arXiv-issued DOI via DataCite

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Full text under the publisher's open licence · 287 words

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