Jailbreaking ChatGPT via Prompt Engineering: An Empirical Study
On the map: LLM safety and security → Jailbreaking
Abstract (arXiv)
Large Language Models (LLMs), like ChatGPT, have demonstrated vast potential but also introduce challenges related to content constraints and potential misuse. Our study investigates three key research questions: (1) the number of different prompt types that can jailbreak LLMs, (2) the effectiveness of jailbreak prompts in circumventing LLM constraints, and (3) the resilience of ChatGPT against these jailbreak prompts. Initially, we develop a classification model to analyze the distribution of existing prompts, identifying ten distinct patterns and three categories of jailbreak prompts. Subsequently, we assess the jailbreak capability of prompts with ChatGPT versions 3.5 and 4.0, utilizing a dataset of 3,120 jailbreak questions across eight prohibited scenarios. Finally, we evaluate the resistance of ChatGPT against jailbreak prompts, finding that the prompts can consistently evade the restrictions in 40 use-case scenarios. The study underscores the importance of prompt structures in jailbreaking LLMs and discusses the challenges of robust jailbreak prompt generation and prevention.
Key facts. Cited by 478 papers in the map (data through 7 Oct 2026). Placed in Jailbreaking, one of 12 directions in LLM safety and security. Builds on 9 of its 22 references that are in the map. First posted on arXiv 23 May 2023.
Builds on
9 of 22 references.
References · 9
- 2023A Prompt Pattern Catalog to Enhance Prompt Engineering with ChatGPTcited by 612
- 2021Prompt Programming for Large Language Models: Beyond the Few-Shot Paradigmcited by 599
- 2023Multi-step Jailbreaking Privacy Attacks on ChatGPTcited by 320
- 2023Prompting Large Language Model for Machine Translation: A Case Studycited by 247
- 2023Fundamental Limitations of Alignment in Large Language Modelscited by 152
- 2021Recent Advances in Deep Learning Based Dialogue Systems: A Systematic Surveycited by 130
- 2023A Complete Survey on Generative AI (AIGC): Is ChatGPT from GPT-4 to GPT-5 All You Need?cited by 84
- 2023Prompting AI Art: An Investigation into the Creative Skill of Prompt Engineeringcited by 40
- 2023MTTM: Metamorphic Testing for Textual Content Moderation Softwarecited by 20
Built on by
Citing papers per year: 2023: 61; 2024: 213; 2025: 125; 2026: 79.
478 papers.
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- 2024HarmBench: A Standardized Evaluation Framework for Automated Red Teaming and Robust Refusalcited by 1,330
- 2023Fine-tuning Aligned Language Models Compromises Safety, Even When Users Do Not Intend To!cited by 1,106
- 2023Open Problems and Fundamental Limitations of Reinforcement Learning from Human Feedbackcited by 743
- 2023AutoDAN: Generating Stealthy Jailbreak Prompts on Aligned Large Language Modelscited by 738
- 2023Tree of Attacks: Jailbreaking Black-Box LLMs Automaticallycited by 619
- 2023Prompt Injection attack against LLM-integrated Applicationscited by 568
- 2024How Johnny Can Persuade LLMs to Jailbreak Them: Rethinking Persuasion to Challenge AI Safety by Humanizing LLMscited by 533
- 2023GPTFUZZER: Red Teaming Large Language Models with Auto-Generated Jailbreak Promptscited by 520
- 2023"Do Anything Now": Characterizing and Evaluating In-The-Wild Jailbreak Prompts on Large Language Modelscited by 457
- 2023Catastrophic Jailbreak of Open-source LLMs via Exploiting Generationcited by 439
- 2023Jailbreak and Guard Aligned Language Models with Only Few In-Context Demonstrationscited by 401
- 2023FigStep: Jailbreaking Large Vision-Language Models via Typographic Visual Promptscited by 368
38 more
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- 2024A StrongREJECT for Empty Jailbreakscited by 352
- 2023Visual Adversarial Examples Jailbreak Aligned Large Language Modelscited by 307
- 2023Low-Resource Languages Jailbreak GPT-4cited by 290
- 2023Jailbreak in pieces: Compositional Adversarial Attacks on Multi-Modal Language Modelscited by 260
- 2023FireAct: Toward Language Agent Fine-tuningcited by 247
- 2024Rethinking Machine Unlearning for Large Language Modelscited by 247
- 2023A Wolf in Sheep's Clothing: Generalized Nested Jailbreak Prompts can Fool Large Language Models Easilycited by 242
- 2023Benchmarking and Defending Against Indirect Prompt Injection Attacks on Large Language Modelscited by 237
- 2024SafeDecoding: Defending against Jailbreak Attacks via Safety-Aware Decodingcited by 233
- 2023LLM Self Defense: By Self Examination, LLMs Know They Are Being Trickedcited by 226
- 2024SALAD-Bench: A Hierarchical and Comprehensive Safety Benchmark for Large Language Modelscited by 225
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- 2023Multilingual Jailbreak Challenges in Large Language Modelscited by 222
- 2024Assessing the Brittleness of Safety Alignment via Pruning and Low-Rank Modificationscited by 220
- 2024Jailbreak Attacks and Defenses Against Large Language Models: A Surveycited by 215
- 2023Scalable and Transferable Black-Box Jailbreaks for Language Models via Persona Modulationcited by 202
- 2023Evaluating Large Language Models: A Comprehensive Surveycited by 200
- 2023Survey of Vulnerabilities in Large Language Models Revealed by Adversarial Attackscited by 189
- 2024Security and Privacy Challenges of Large Language Models: A Surveycited by 179
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- 2023RoleLLM: Benchmarking, Eliciting, and Enhancing Role-Playing Abilities of Large Language Modelscited by 173
- 2024COLD-Attack: Jailbreaking LLMs with Stealthiness and Controllabilitycited by 162
- 2024Safety Fine-Tuning at (Almost) No Cost: A Baseline for Vision Large Language Modelscited by 160
- 2023Defending Large Language Models Against Jailbreaking Attacks Through Goal Prioritizationcited by 156
- 2024Eight Methods to Evaluate Robust Unlearning in LLMscited by 153
- 2024Robust Prompt Optimization for Defending Language Models Against Jailbreaking Attackscited by 150
- 2024Agent Smith: A Single Image Can Jailbreak One Million Multimodal LLM Agents Exponentially Fastcited by 149
- 2024AutoDefense: Multi-Agent LLM Defense against Jailbreak Attackscited by 135
- 2023Open Sesame! Universal Black Box Jailbreaking of Large Language Modelscited by 128
- 2024Black-Box Access is Insufficient for Rigorous AI Auditscited by 123
- 2024Optimization-based Prompt Injection Attack to LLM-as-a-Judgecited by 123
- 2024Safe LoRA: the Silver Lining of Reducing Safety Risks when Fine-tuning Large Language Modelscited by 122
- 2024AI Agents Under Threat: A Survey of Key Security Challenges and Future Pathwayscited by 122
- 2026SoK: Agentic Skills -- Beyond Tool Use in LLM Agentscited by 120
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50 most cited of 478 All 478 (JSON)
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- 2026BASIS: Breach-Aware Selective Prompt Injection Shielding with Prefill Attention Probes8 Aug 2026
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- 2026Stateful Cooperative Agents Safeguarding LLMs Against Evolving Multi-Turn Attacks31 Jul 2026
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- 2026A Red Teaming Framework for Large Language Models: A Case Study on Faithfulness Evaluation24 Jun 2026
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38 more
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- 2026SentGuard: Sentence-Level Streaming Guardrails for Large Language Models1 Jun 2026
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- 2026Persona Attack: Incremental Memory Injection Jailbreak Attack against Large Language Models29 May 2026
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- 2026Beyond Attack Success Rate: Temporal Logit Observability for LLM Safety Failures28 May 2026
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- 2026A Systematic Study of Training-Free Methods for Trustworthy Large Language Models17 Apr 2026
- 2026TEMPLATEFUZZ: Fine-Grained Chat Template Fuzzing for Jailbreaking and Red Teaming LLMs14 Apr 2026
- 2026Exclusive Unlearning7 Apr 2026
- 2026CoopGuard: Stateful Cooperative Agents Safeguarding LLMs Against Evolving Multi-Round Attacks5 Apr 2026
- 2026The Cognitive Firewall:Securing Browser Based AI Agents Against Indirect Prompt Injection Via Hybrid Edge Cloud Defense24 Mar 2026
- 2026Not All Tokens Are Created Equal: Query-Efficient Jailbreak Fuzzing for LLMs24 Mar 2026
- 2026Towards Unsupervised Adversarial Document Detection in Retrieval Augmented Generation Systems17 Mar 2026
- 2026SIA: A Synthesize-Inject-Align Framework for Knowledge-Grounded and Secure E-commerce Search LLMs with Industrial Deployment17 Mar 2026
- 2026Prompt Engineering for Scale Development in Generative Psychometrics16 Mar 2026
- 2026Prompt Readiness Levels (PRL): a maturity scale and scoring framework for production grade prompt assets16 Mar 2026
- 2026SpectralGuard: Detecting Memory Collapse Attacks in State Space Models12 Mar 2026
- 2026The Unlearning Mirage: A Dynamic Framework for Evaluating LLM Unlearning11 Mar 2026
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- 2026Amnesia: Adversarial Semantic Layer Specific Activation Steering in Large Language Models10 Mar 2026
- 2026Benchmark of Benchmarks: Unpacking Influence and Code Repository Quality in LLM Safety Benchmarks3 Mar 2026
- 2026TAO-Attack: Toward Advanced Optimization-Based Jailbreak Attacks for Large Language Models3 Mar 2026
- 2026Ignore All Previous Instructions: Jailbreaking as a de-escalatory peace building practise to resist LLM social media bots2 Mar 2026
- 2026JailNewsBench: Multi-Lingual and Regional Benchmark for Fake News Generation under Jailbreak Attacks1 Mar 2026
- 2026Token-level Data Selection for Safe LLM Fine-tuning1 Mar 2026
50 newest of 478 All 478 (JSON)
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- 2023Prompt Injection attack against LLM-integrated Applicationscited by 568
- 2023GPTFUZZER: Red Teaming Large Language Models with Auto-Generated Jailbreak Promptscited by 520
- 2023"Do Anything Now": Characterizing and Evaluating In-The-Wild Jailbreak Prompts on Large Language Modelscited by 457
- 2023Catastrophic Jailbreak of Open-source LLMs via Exploiting Generationcited by 439
- 2024Great, Now Write an Article About That: The Crescendo Multi-Turn LLM Jailbreak Attackcited by 364
- 2024A StrongREJECT for Empty Jailbreakscited by 352
- 2023Low-Resource Languages Jailbreak GPT-4cited by 290
- 2023A Wolf in Sheep's Clothing: Generalized Nested Jailbreak Prompts can Fool Large Language Models Easilycited by 242
- 2023Benchmarking and Defending Against Indirect Prompt Injection Attacks on Large Language Modelscited by 237
- 2024SafeDecoding: Defending against Jailbreak Attacks via Safety-Aware Decodingcited by 233
12 most cited of 200 All 200 (JSON)
- 2026How User-AI Mistreatment Occurs and Matters in Conversational Systems?11 Sep 2026
- 2026EvoHarmBench: Breaking Content Moderation with Iterative Human-Like Evasion28 Aug 2026
- 2026BASIS: Breach-Aware Selective Prompt Injection Shielding with Prefill Attention Probes8 Aug 2026
- 2026ICO: Enhancing Semantic-Shift Jailbreaks via Iterative Context Optimization4 Aug 2026
- 2026RoguePrompt: Dual-Layer Encoding for Self-Reconstruction to Circumvent LLM Moderation29 Jul 2026
- 2026AMT-X: Phase-Structured Multi-Turn Red-Teaming with Checklist-Gated Evaluation13 Jul 2026
- 2026A Red Teaming Framework for Large Language Models: A Case Study on Faithfulness Evaluation24 Jun 2026
- 2026One Year Later...The Harms Persist, But So Do We!22 Jun 2026
- 2026A Layered Security Framework Against Prompt Injection in RAG-Based Chatbots17 Jun 2026
- 2026MAStrike: Shapley-Guided Collusive Red-Teaming on Multi-Agent Systems11 Jun 2026
- 2026THRD: A Training-Free Multi-Turn Defense Framework for Jailbreak Attacks on Large Language Models1 Jun 2026
- 2026Persona Attack: Incremental Memory Injection Jailbreak Attack against Large Language Models29 May 2026
12 newest of 200 All 200 (JSON)
- 2023Fine-tuning Aligned Language Models Compromises Safety, Even When Users Do Not Intend To!cited by 1,106
- 2023Open Problems and Fundamental Limitations of Reinforcement Learning from Human Feedbackcited by 743
- 2023AutoDAN: Generating Stealthy Jailbreak Prompts on Aligned Large Language Modelscited by 738
- 2023Jailbreak and Guard Aligned Language Models with Only Few In-Context Demonstrationscited by 401
- 2024SORRY-Bench: Systematically Evaluating Large Language Model Safety Refusalcited by 224
- 2024Assessing the Brittleness of Safety Alignment via Pruning and Low-Rank Modificationscited by 220
- 2024Optimization-based Prompt Injection Attack to LLM-as-a-Judgecited by 123
- 2023AutoDAN: Interpretable Gradient-Based Adversarial Attacks on Large Language Modelscited by 102
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- 2024Intention Analysis Makes LLMs A Good Jailbreak Defendercited by 64
- 2024Automatic Pseudo-Harmful Prompt Generation for Evaluating False Refusals in Large Language Modelscited by 35
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12 most cited of 47 All 47 (JSON)
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- 2026SPARD: Defending Harmful Fine-Tuning Attack via Safety Projection with Relevance-Diversity Data Selection27 May 2026
- 2026REFLECTOR: Internalizing Step-wise Reflection against Indirect Jailbreak20 May 2026
- 2026TAO-Attack: Toward Advanced Optimization-Based Jailbreak Attacks for Large Language Models3 Mar 2026
- 2026Fail-Closed Alignment for Large Language Models19 Feb 2026
- 2026Safety Alignment as Continual Learning: Mitigating the Alignment Tax via Orthogonal Gradient Projection8 Feb 2026
- 2026ECLIPTICA -- A Framework for Switchable LLM Alignment via CITA - Contrastive Instruction-Tuned Alignment6 Jan 2026
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12 newest of 47 All 47 (JSON)
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12 newest of 38 All 38 (JSON)
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12 most cited of 28 All 28 (JSON)
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- 2025Benign-to-Toxic Jailbreaking: Inducing Harmful Responses from Harmless Prompts26 May 2025
- 2025Are Vision-Language Models Safe in the Wild? A Meme-Based Benchmark Study21 May 2025
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- 2024Machine Against the RAG: Jamming Retrieval-Augmented Generation with Blocker Documents9 Jun 2024
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