Organizations: 1Sun Yat-sen University · 2Nanyang Technological University
Abstract
Jailbreak attacks remain a critical threat to the safe deployment of large language models (LLMs). While prior work has primarily studied attacks and defenses at the prompt level, we show that this prompt-centric paradigm overlooks a structural vulnerability in stateful, function-calling environments. In such applications, developer-defined schemas, structured arguments, and untrusted tool outputs are interleaved into a single shared model context. This architecture expands the attack surface by blurring the boundary between trusted control logic and untrusted data, allowing adversarial intent to be distributed across a multi-turn execution path. We exploit this architectural flaw through SMT, a black-box attack framework based on Simulated Moderation Traces. Departing from purely prompt-based interactions, SMT constructs a multi-turn trajectory that simulates a legitimate moderation-auditing workflow. Within this trajectory, a fabricated moderation frame leverages red-team testing as a pretext to elicit harmful generations. The subsequent validation feedback treats safety refusals as execution failures, prompting refinements that gradually weaken the model's safety constraints and ultimately trigger harmful outputs. Extensive empirical evaluations on prominent commercial LLMs from five different providers across two standardized safety benchmarks show that SMT consistently achieves the highest average attack success rate and HarmScore while requiring a near-minimal number of queries, substantially outperforming existing baselines. These findings demonstrate that prompt-level sanitization alone is fundamentally insufficient for defending tool-enabled LLM systems and highlight the urgent need for context-aware validation across schemas, arguments, tool outputs, and accumulated conversation state. The code is available at https://github.com/liujlong27/SMT.
We present MultiBreak, a scalable and diverse multi-turn jailbreak benchmark to evaluate large language model (LLM) safety. Multi-turn jailbreaks mimic natural conversational settings, making them easier to bypass safety-aligned LLM than single-turn jailbreaks. Existing multi-turn benchmarks are limited in size or rely heavily on templates, which restrict their diversity. To address this gap, we unify a wide range of harmful jailbreak intents, and introduce an active learning pipeline for expanding high-quality multi-turn adversarial prompts, where a generator is iteratively fine-tuned to produce stronger attack candidates, guided by uncertainty-based refinement. Our MultiBreak includes 10,389 multi-turn adversarial prompts, spans 2,665 distinct harmful intents, and covers the most diverse set of topics to date. Empirical evaluation shows that our benchmark achieves up to a 54.0 and 34.6 higher attack success rate (ASR)} than the second-best dataset on DeepSeek-R1-7B and GPT-4.1-mini, respectively. More importantly, safety evaluations suggest that diverse attack categories uncover fine-grained LLM vulnerabilities}, and categories that appear benign under single-turn can exhibit substantially higher adversarial effectiveness in multi-turn scenarios. These findings highlight persistent vulnerabilities of LLMs under realistic adversarial settings and establish MultiBreak as a scalable resource for advancing LLM safety.
Large language models (LLMs) have demonstrated remarkable capabilities across a wide range of tasks. However, their safety remains a critical concern due to their susceptibility to adversarial prompt-based attacks. In this paper, we present UNIATTACK, an adversarial testing framework designed from a defense-oriented perspective to systematically construct effective black-box attack prompts. Unlike prior approaches that rely on static templates or iterative model-specific tuning, UNIATTACK extracts minimal but high-impact attack features from diverse existing attacks, optimizes them via a specialized attacker LLM, and composes them into flexible templates through automated refinement process. This feature-centric construction enables one-shot attacks that generalize across multiple models and safety categories, providing a practical tool for assessing LLM robustness. Our evaluation results shows that compared to the baselines, UNIATTACK achieves an average attack success rate (ASR) improvement of 64.63%-248.82% on models deployed with multi-layered defense mechanisms and it only takes 0.03%-4.96% cost of the baselines. UNIATTACK artifact is available at https://anonymous.4open.science/r/UniAttack-Artifact-30F1.
Effective safety auditing of large language models (LLMs) demands tools that go beyond black-box probing and systematically uncover vulnerabilities rooted in model internals. We present a comprehensive, interpretability-driven jailbreaking audit of eight SOTA open-source LLMs: Llama-3.1-8B, Llama-3.3-70B-4bt, GPT-oss- 20B, GPT-oss-120B, Qwen3-0.6B, Qwen3-32B, Phi4-3.8B, and Phi4-14B. Leveraging interpretability-based approaches -- Universal Steering (US) and Representation Engineering (RepE) -- we introduce an adaptive two-stage grid search algorithm to identify optimal activation-steering coefficients for unsafe behavioral concepts. Our evaluation, conducted on a curated set of harmful queries and a standardized LLM-based judging protocol, reveals stark contrasts in model robustness. The Llama-3 models are highly vulnerable, with up to 91% (US) and 83% (RepE) jailbroken responses on Llama-3.3-70B-4bt, while GPT-oss-120B remains robust to attacks via both interpretability approaches. Qwen and Phi models show mixed results, with the smaller Qwen3-0.6B and Phi4-3.8B mostly exhibiting lower jailbreaking rates, while their larger counterparts are more susceptible. Our results establish interpretability-based steering as a powerful tool for systematic safety audits, but also highlight its dual-use risks and the need for better internal defenses in LLM deployment.
Krishiv Agarwal, Ramneet Kaur, Colin Samplawski +6