Automated jailbreak attack targeting multiple defense strategies

Accurately evaluating adversarial robustness is a longstanding challenge. A flawed attack design can inflate robustness estimates, making deployment risk assessment and defense comparison unreliable. Historically, standardized attacks such as AutoAttack have largely resolved this for image classifiers, providing a reliable evaluation baseline for systematic comparison across defenses. However, no equivalent exists for LLM jailbreak evaluation yet, where designing such an attack is considerably more difficult. A reliable attack must, among other things, be black-box compatible, applicable to arbitrary defense pipelines, and efficient, which no existing method jointly satisfies. We introduce Indirect Harm Optimization (IHO), a masked diffusion language model attacker trained via iterative preference optimization against a harmfulness judge, requiring only black-box access to the target. The same method can be used without modification as a strong adaptive attack on individual behaviors, or as an efficient amortized policy that transfers to held-out behaviors and unseen target models without fine-tuning. Even against layered defenses, such as a Circuit Breaker-trained model combined with an auxiliary detector, IHO improves attack success considerably over state-of-the-art approaches, without any defense-specific adaptation. Our results position IHO as a practical step toward the kind of standardized jailbreak evaluation that has improved reliability in the past. Code and models are available on GitHub and Hugging Face.

Large Language Models (LLMs) have achieved remarkable success but remain highly susceptible to jailbreak attacks, in which adversarial prompts coerce models into generating harmful, unethical, or policy-violating outputs. Such attacks pose real-world risks, eroding safety, trust, and regulatory compliance in high-stakes applications. Although a variety of attack and defense methods have been proposed, existing evaluation practices are inadequate, often relying on narrow metrics like attack success rate that fail to capture the multidimensional nature of LLM security. In this paper, we present a systematic taxonomy of jailbreak attacks and defenses and introduce Security Cube, a unified, multi-dimensional framework for comprehensive evaluation of these techniques. We provide detailed comparison tables of existing attacks and defenses, highlighting key insights and open challenges across the literature. Leveraging Security Cube, we conduct benchmark studies on 13 representative attacks and 5 defenses, establishing a clear view of the current landscape encompassing jailbreak attacks, defenses, automated judges, and LLM vulnerabilities. Based on these evaluations, we distill critical findings, identify unresolved problems, and outline promising research directions for enhancing LLM robustness against jailbreak attacks. Our analysis aims to pave the way towards more robust, interpretable, and trustworthy LLM systems. Our code is available at Code.

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.