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byAK and the research community

Feb 9

One-Shot is Enough: Consolidating Multi-Turn Attacks into Efficient Single-Turn Prompts for LLMs

Despite extensive safety enhancements in large language models (LLMs), multi-turn "jailbreak" conversations crafted by skilled human adversaries can still breach even the most sophisticated guardrails. However, these multi-turn attacks demand considerable manual effort, limiting their scalability. In this work, we introduce a novel approach called Multi-turn-to-Single-turn (M2S) that systematically converts multi-turn jailbreak prompts into single-turn attacks. Specifically, we propose three conversion strategies - Hyphenize, Numberize, and Pythonize - each preserving sequential context yet packaging it in a single query. Our experiments on the Multi-turn Human Jailbreak (MHJ) dataset show that M2S often increases or maintains high Attack Success Rates (ASRs) compared to original multi-turn conversations. Notably, using a StrongREJECT-based evaluation of harmfulness, M2S achieves up to 95.9% ASR on Mistral-7B and outperforms original multi-turn prompts by as much as 17.5% in absolute improvement on GPT-4o. Further analysis reveals that certain adversarial tactics, when consolidated into a single prompt, exploit structural formatting cues to evade standard policy checks. These findings underscore that single-turn attacks - despite being simpler and cheaper to conduct - can be just as potent, if not more, than their multi-turn counterparts. Our findings underscore the urgent need to reevaluate and reinforce LLM safety strategies, given how adversarial queries can be compacted into a single prompt while still retaining sufficient complexity to bypass existing safety measures.

AIM-Intelligence AIM Intelligence
·
Mar 6, 2025

PLAGUE: Plug-and-play framework for Lifelong Adaptive Generation of Multi-turn Exploits

Large Language Models (LLMs) are improving at an exceptional rate. With the advent of agentic workflows, multi-turn dialogue has become the de facto mode of interaction with LLMs for completing long and complex tasks. While LLM capabilities continue to improve, they remain increasingly susceptible to jailbreaking, especially in multi-turn scenarios where harmful intent can be subtly injected across the conversation to produce nefarious outcomes. While single-turn attacks have been extensively explored, adaptability, efficiency and effectiveness continue to remain key challenges for their multi-turn counterparts. To address these gaps, we present PLAGUE, a novel plug-and-play framework for designing multi-turn attacks inspired by lifelong-learning agents. PLAGUE dissects the lifetime of a multi-turn attack into three carefully designed phases (Primer, Planner and Finisher) that enable a systematic and information-rich exploration of the multi-turn attack family. Evaluations show that red-teaming agents designed using PLAGUE achieve state-of-the-art jailbreaking results, improving attack success rates (ASR) by more than 30% across leading models in a lesser or comparable query budget. Particularly, PLAGUE enables an ASR (based on StrongReject) of 81.4% on OpenAI's o3 and 67.3% on Claude's Opus 4.1, two models that are considered highly resistant to jailbreaks in safety literature. Our work offers tools and insights to understand the importance of plan initialization, context optimization and lifelong learning in crafting multi-turn attacks for a comprehensive model vulnerability evaluation.

  • 3 authors
·
Oct 20, 2025

Tree-based Dialogue Reinforced Policy Optimization for Red-Teaming Attacks

Despite recent rapid progress in AI safety, current large language models remain vulnerable to adversarial attacks in multi-turn interaction settings, where attackers strategically adapt their prompts across conversation turns and pose a more critical yet realistic challenge. Existing approaches that discover safety vulnerabilities either rely on manual red-teaming with human experts or employ automated methods using pre-defined templates and human-curated attack data, with most focusing on single-turn attacks. However, these methods did not explore the vast space of possible multi-turn attacks, failing to consider novel attack trajectories that emerge from complex dialogue dynamics and strategic conversation planning. This gap is particularly critical given recent findings that LLMs exhibit significantly higher vulnerability to multi-turn attacks compared to single-turn attacks. We propose DialTree-RPO, an on-policy reinforcement learning framework integrated with tree search that autonomously discovers diverse multi-turn attack strategies by treating the dialogue as a sequential decision-making problem, enabling systematic exploration without manually curated data. Through extensive experiments, our approach not only achieves more than 25.9% higher ASR across 10 target models compared to previous state-of-the-art approaches, but also effectively uncovers new attack strategies by learning optimal dialogue policies that maximize attack success across multiple turns.

  • 6 authors
·
Oct 2, 2025 3

SEMA: Simple yet Effective Learning for Multi-Turn Jailbreak Attacks

Multi-turn jailbreaks capture the real threat model for safety-aligned chatbots, where single-turn attacks are merely a special case. Yet existing approaches break under exploration complexity and intent drift. We propose SEMA, a simple yet effective framework that trains a multi-turn attacker without relying on any existing strategies or external data. SEMA comprises two stages. Prefilling self-tuning enables usable rollouts by fine-tuning on non-refusal, well-structured, multi-turn adversarial prompts that are self-generated with a minimal prefix, thereby stabilizing subsequent learning. Reinforcement learning with intent-drift-aware reward trains the attacker to elicit valid multi-turn adversarial prompts while maintaining the same harmful objective. We anchor harmful intent in multi-turn jailbreaks via an intent-drift-aware reward that combines intent alignment, compliance risk, and level of detail. Our open-loop attack regime avoids dependence on victim feedback, unifies single- and multi-turn settings, and reduces exploration complexity. Across multiple datasets, victim models, and jailbreak judges, our method achieves state-of-the-art (SOTA) attack success rates (ASR), outperforming all single-turn baselines, manually scripted and template-driven multi-turn baselines, as well as our SFT (Supervised Fine-Tuning) and DPO (Direct Preference Optimization) variants. For instance, SEMA performs an average 80.1% ASR@1 across three closed-source and open-source victim models on AdvBench, 33.9% over SOTA. The approach is compact, reproducible, and transfers across targets, providing a stronger and more realistic stress test for large language model (LLM) safety and enabling automatic redteaming to expose and localize failure modes. Our code is available at: https://github.com/fmmarkmq/SEMA.

microsoft Microsoft
·
Feb 6 1

RED QUEEN: Safeguarding Large Language Models against Concealed Multi-Turn Jailbreaking

The rapid progress of Large Language Models (LLMs) has opened up new opportunities across various domains and applications; yet it also presents challenges related to potential misuse. To mitigate such risks, red teaming has been employed as a proactive security measure to probe language models for harmful outputs via jailbreak attacks. However, current jailbreak attack approaches are single-turn with explicit malicious queries that do not fully capture the complexity of real-world interactions. In reality, users can engage in multi-turn interactions with LLM-based chat assistants, allowing them to conceal their true intentions in a more covert manner. To bridge this gap, we, first, propose a new jailbreak approach, RED QUEEN ATTACK. This method constructs a multi-turn scenario, concealing the malicious intent under the guise of preventing harm. We craft 40 scenarios that vary in turns and select 14 harmful categories to generate 56k multi-turn attack data points. We conduct comprehensive experiments on the RED QUEEN ATTACK with four representative LLM families of different sizes. Our experiments reveal that all LLMs are vulnerable to RED QUEEN ATTACK, reaching 87.62% attack success rate on GPT-4o and 75.4% on Llama3-70B. Further analysis reveals that larger models are more susceptible to the RED QUEEN ATTACK, with multi-turn structures and concealment strategies contributing to its success. To prioritize safety, we introduce a straightforward mitigation strategy called RED QUEEN GUARD, which aligns LLMs to effectively counter adversarial attacks. This approach reduces the attack success rate to below 1% while maintaining the model's performance across standard benchmarks. Full implementation and dataset are publicly accessible at https://github.com/kriti-hippo/red_queen.

  • 6 authors
·
Sep 25, 2024