SIRAJ: Diverse and Efficient Red-Teaming for LLM Agents via Distilled Structured Reasoning

Kaiwen Zhou, Ahmed Elgohary, A S M Iftekhar, Amin Saied


Abstract
The ability of LLM agents to plan and invoke tools exposes them to new safety risks, making a comprehensive red-teaming system crucial for discovering vulnerabilities and ensuring their safe deployment. We present SIRAJ, a generic red-teaming framework for arbitrary black-box LLM agents. We employ a dynamic two-step process that starts with an agent definition and generates diverse seed test cases that cover diverse risk outcomes, tool-use trajectories, and risk sources. Then, it iteratively constructs and refines model-based adversarial attacks based on the execution trajectories of former attempts. To optimize the red-teaming cost, we present a model distillation approach that leverages structured forms of a teacher model’s reasoning to train smaller models that are equally effective. Across diverse evaluation agent settings, our seed test case generation approach yields 2 – 2.5x boost to the coverage of risk outcomes and tool-calling trajectories. Our distilled 8B red-teamer model improves attack success rate by 100%, surpassing the 671B Deepseek-R1 model. Our ablations and analyses validate the effectiveness of the iterative framework, structured reasoning, and the generalization of our red-teamer models.
Anthology ID:
2026.findings-eacl.171
Volume:
Findings of the Association for Computational Linguistics: EACL 2026
Month:
March
Year:
2026
Address:
Rabat, Morocco
Editors:
Vera Demberg, Kentaro Inui, Lluís Marquez
Venue:
Findings
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Publisher:
Association for Computational Linguistics
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Pages:
3269–3292
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https://preview.aclanthology.org/ingest-eacl/2026.findings-eacl.171/
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Cite (ACL):
Kaiwen Zhou, Ahmed Elgohary, A S M Iftekhar, and Amin Saied. 2026. SIRAJ: Diverse and Efficient Red-Teaming for LLM Agents via Distilled Structured Reasoning. In Findings of the Association for Computational Linguistics: EACL 2026, pages 3269–3292, Rabat, Morocco. Association for Computational Linguistics.
Cite (Informal):
SIRAJ: Diverse and Efficient Red-Teaming for LLM Agents via Distilled Structured Reasoning (Zhou et al., Findings 2026)
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