# Jigsaw Puzzles: Splitting Harmful Questions to Jailbreak Large Language Models

arXiv: https://arxiv.org/abs/2410.11459 · HTML: https://mlsanity.com/paper/2410.11459/

## Key facts

- Cited by 19 papers in the map (data through 14 Oct 2026).
- Placed in Reasoning for agents, planning and code, one of 17 directions in LLM reasoning.
- Builds on 36 of its 39 references that are in the map.
- First posted on arXiv 15 Oct 2024.

## Placed in

- LLM reasoning / [Reasoning for agents, planning and code](https://mlsanity.com/lr/reasoning-for-agents-planning-and-code/)
- LLM safety and security / [Jailbreaking](https://mlsanity.com/safety/jailbreaking/)

## Builds on (most cited first, 30 of 36)

- [GPT-4 Technical Report](https://mlsanity.com/paper/2303.08774/) (2023)
- [LLaMA: Open and Efficient Foundation Language Models](https://mlsanity.com/paper/2302.13971/) (2023)
- [Gemini 1.5: Unlocking multimodal understanding across millions of tokens of context](https://mlsanity.com/paper/2403.05530/) (2024)
- [Universal and Transferable Adversarial Attacks on Aligned Language Models](https://mlsanity.com/paper/2307.15043/) (2023)
- [Jailbreaking Black Box Large Language Models in Twenty Queries](https://mlsanity.com/paper/2310.08419/) (2023)
- [Llama Guard: LLM-based Input-Output Safeguard for Human-AI Conversations](https://mlsanity.com/paper/2312.06674/) (2023)
- [BeaverTails: Towards Improved Safety Alignment of LLM via a Human-Preference Dataset](https://mlsanity.com/paper/2307.04657/) (2023)
- [How Johnny Can Persuade LLMs to Jailbreak Them: Rethinking Persuasion to Challenge AI Safety by Humanizing LLMs](https://mlsanity.com/paper/2401.06373/) (2024)
- [FigStep: Jailbreaking Large Vision-Language Models via Typographic Visual Prompts](https://mlsanity.com/paper/2311.05608/) (2023)
- [Great, Now Write an Article About That: The Crescendo Multi-Turn LLM Jailbreak Attack](https://mlsanity.com/paper/2404.01833/) (2024)
- [Safety-Tuned LLaMAs: Lessons From Improving the Safety of Large Language Models that Follow Instructions](https://mlsanity.com/paper/2309.07875/) (2023)
- [DeepInception: Hypnotize Large Language Model to Be Jailbreaker](https://mlsanity.com/paper/2311.03191/) (2023)
- [Low-Resource Languages Jailbreak GPT-4](https://mlsanity.com/paper/2310.02446/) (2023)
- [Exploiting Programmatic Behavior of LLMs: Dual-Use Through Standard Security Attacks](https://mlsanity.com/paper/2302.05733/) (2023)
- [Gradient-based Adversarial Attacks against Text Transformers](https://mlsanity.com/paper/2104.13733/) (2021)
- [SALAD-Bench: A Hierarchical and Comprehensive Safety Benchmark for Large Language Models](https://mlsanity.com/paper/2402.05044/) (2024)
- [Red-Teaming Large Language Models using Chain of Utterances for Safety-Alignment](https://mlsanity.com/paper/2308.09662/) (2023)
- [SafetyBench: Evaluating the Safety of Large Language Models](https://mlsanity.com/paper/2309.07045/) (2023)
- [Automatically Auditing Large Language Models via Discrete Optimization](https://mlsanity.com/paper/2303.04381/) (2023)
- [Do-Not-Answer: A Dataset for Evaluating Safeguards in LLMs](https://mlsanity.com/paper/2308.13387/) (2023)
- [Safety Fine-Tuning at (Almost) No Cost: A Baseline for Vision Large Language Models](https://mlsanity.com/paper/2402.02207/) (2024)
- [DrAttack: Prompt Decomposition and Reconstruction Makes Powerful LLM Jailbreakers](https://mlsanity.com/paper/2402.16914/) (2024)
- [The Language Barrier: Dissecting Safety Challenges of LLMs in Multilingual Contexts](https://mlsanity.com/paper/2401.13136/) (2024)
- [Safety Assessment of Chinese Large Language Models](https://mlsanity.com/paper/2304.10436/) (2023)
- [CValues: Measuring the Values of Chinese Large Language Models from Safety to Responsibility](https://mlsanity.com/paper/2307.09705/) (2023)
- [SPA-VL: A Comprehensive Safety Preference Alignment Dataset for Vision Language Model](https://mlsanity.com/paper/2406.12030/) (2024)
- [Cognitive Overload: Jailbreaking Large Language Models with Overloaded Logical Thinking](https://mlsanity.com/paper/2311.09827/) (2023)
- [Chain of Attack: a Semantic-Driven Contextual Multi-Turn attacker for LLM](https://mlsanity.com/paper/2405.05610/) (2024)
- [Self-Guard: Empower the LLM to Safeguard Itself](https://mlsanity.com/paper/2310.15851/) (2023)
- [PARDEN, Can You Repeat That? Defending against Jailbreaks via Repetition](https://mlsanity.com/paper/2405.07932/) (2024)

## Built on by (most cited first, 19 of 19)

- [Multilingual and Multi-Accent Jailbreaking of Audio LLMs](https://mlsanity.com/paper/2504.01094/) (2025)
- [Jailbreak-AudioBench: In-Depth Evaluation and Analysis of Jailbreak Threats for Large Audio Language Models](https://mlsanity.com/paper/2501.13772/) (2025)
- [SEMA: Simple yet Effective Learning for Multi-Turn Jailbreak Attacks](https://mlsanity.com/paper/2602.06854/) (2026)
- [Guardians and Offenders: A Survey on Harmful Content Generation and Safety Mitigation of LLM](https://mlsanity.com/paper/2508.05775/) (2025)
- [VoxSafeBench: Not Just What Is Said, but Who, How, and Where](https://mlsanity.com/paper/2604.14548/) (2026)
- [MultiBreak: A Scalable and Diverse Multi-turn Jailbreak Benchmark for Evaluating LLM Safety](https://mlsanity.com/paper/2605.01687/) (2026)
- [ASTRA: Autonomous Spatial-Temporal Red-teaming for AI Software Assistants](https://mlsanity.com/paper/2508.03936/) (2025)
- [HarmNet: A Framework for Adaptive Multi-Turn Jailbreak Attacks on Large Language Models](https://mlsanity.com/paper/2510.18728/) (2025)
- [The Echo Chamber Multi-Turn LLM Jailbreak](https://mlsanity.com/paper/2601.05742/) (2026)
- [Visual Exclusivity Attacks: Automatic Multimodal Red Teaming via Agentic Planning](https://mlsanity.com/paper/2603.20198/) (2026)
- [Not All Turns Matter: Credit Assignment for Multi-Turn Jailbreaking](https://mlsanity.com/paper/2605.08778/) (2026)
- [Attention-Aware GNN-based Input Defense against Multi-Turn LLM Jailbreak](https://mlsanity.com/paper/2507.07146/) (2025)
- [GRM: Utility-Aware Jailbreak Attacks on Audio LLMs via Gradient-Ratio Masking](https://mlsanity.com/paper/2604.09222/) (2026)
- [GFlowRL: Scaling Distribution-Matching RL to Large Language Models](https://mlsanity.com/paper/2607.13394/) (2026)
- [JailMeter: An Evidence-Based Evaluation Framework for Jailbreak Attacks on Large Language Models](https://mlsanity.com/paper/2607.19424/) (2026)
- [SoK: Intent-Oriented Systematization of Multi-Turn LLM Jailbreaks](https://mlsanity.com/paper/2608.01117/) (2026)
- [Pluralistic Behavior Suite: Stress-Testing Multi-Turn Adherence to Custom Behavioral Policies](https://mlsanity.com/paper/2511.05018/) (2025)
- [Deny Without Disabling: Authorization-Paired Evaluation and Control for Multi-Agent Systems](https://mlsanity.com/paper/2610.00371/) (2026)
- [Reflections and Fragments: Securing LLMs Against Sequential Mosaic Attacks](https://mlsanity.com/paper/2610.05346/) (2026)

## Abstract (arXiv)

Large language models (LLMs) have exhibited outstanding performance in engaging with humans and addressing complex questions by leveraging their vast implicit knowledge and robust reasoning capabilities. However, such models are vulnerable to jailbreak attacks, leading to the generation of harmful responses. Despite recent research on single-turn jailbreak strategies to facilitate the development of defence mechanisms, the challenge of revealing vulnerabilities under multi-turn setting remains relatively under-explored. In this work, we propose Jigsaw Puzzles (JSP), a straightforward yet effective multi-turn jailbreak strategy against the advanced LLMs. JSP splits questions into harmless fractions as the input of each turn, and requests LLMs to reconstruct and respond to questions under multi-turn interaction. Our experimental results demonstrate that the proposed JSP jailbreak bypasses original safeguards against explicitly harmful content, achieving an average attack success rate of 93.76% on 189 harmful queries across 5 advanced LLMs (Gemini-1.5-Pro, Llama-3.1-70B, GPT-4, GPT-4o, GPT-4o-mini). Moreover, JSP achieves a state-of-the-art attack success rate of 92% on GPT-4 on the harmful query benchmark, and exhibits strong resistant to defence strategies. Warning: this paper contains offensive examples.