StructuralSleight: Automated Jailbreak Attacks on Large Language Models Utilizing Uncommon Text-Organization Structures
On the map: LLM safety and security → Jailbreaking
Abstract (arXiv)
Large Language Models (LLMs) are widely used in natural language processing but face the risk of jailbreak attacks that maliciously induce them to generate harmful content. Existing jailbreak attacks, including character-level and context-level attacks, mainly focus on the prompt of plain text without specifically exploring the significant influence of its structure. In this paper, we focus on studying how the prompt structure contributes to the jailbreak attack. We introduce a novel structure-level attack method based on long-tailed structures, which we refer to as Uncommon Text-Organization Structures (UTOS). We extensively study 12 UTOS templates and 6 obfuscation methods to build an effective automated jailbreak tool named StructuralSleight that contains three escalating attack strategies: Structural Attack, Structural and Character/Context Obfuscation Attack, and Fully Obfuscated Structural Attack. Extensive experiments on existing LLMs show that StructuralSleight significantly outperforms the baseline methods. In particular, the attack success rate reaches 94.62% on GPT-4o, which has not been addressed by state-of-the-art techniques.
Key facts. Cited by 7 papers in the map (data through 7 Oct 2026). Placed in Jailbreaking, one of 12 directions in LLM safety and security. First posted on arXiv 13 Jun 2024.
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Citing papers per year: 2024: 2; 2025: 4; 2026: 1.
7 papers.
- 2025Safety at Scale: A Comprehensive Survey of Large Model and Agent Safetycited by 63
- 2024You Know What I'm Saying: Jailbreak Attack via Implicit Referencecited by 13
- 2024Recent advancements in LLM Red-Teaming: Techniques, Defenses, and Ethical Considerationscited by 8
- 2025All Code, No Thought: Current Language Models Struggle to Reason in Ciphered Languagecited by 7
- 2026FinVault: Benchmarking Financial Agent Safety in Execution-Grounded Environmentscited by 6
- 2025HAMSA: Hijacking Aligned Compact Models via Stealthy Automationcited by 2
- 2025Broken-Token: Filtering Obfuscated Prompts by Counting Characters-Per-Tokencited by 1
- 2026FinVault: Benchmarking Financial Agent Safety in Execution-Grounded Environments9 Jan 2026
- 2025Broken-Token: Filtering Obfuscated Prompts by Counting Characters-Per-Token30 Oct 2025
- 2025All Code, No Thought: Current Language Models Struggle to Reason in Ciphered Language10 Oct 2025
- 2025HAMSA: Hijacking Aligned Compact Models via Stealthy Automation22 Aug 2025
- 2025Safety at Scale: A Comprehensive Survey of Large Model and Agent Safety2 Feb 2025
- 2024Recent advancements in LLM Red-Teaming: Techniques, Defenses, and Ethical Considerations9 Oct 2024
- 2024You Know What I'm Saying: Jailbreak Attack via Implicit Reference4 Oct 2024