# Jailbreaking LLMs via Semantically Relevant Nested Scenarios with Targeted Toxic Knowledge

arXiv: https://arxiv.org/abs/2510.01223 · HTML: https://mlsanity.com/paper/2510.01223/

## Key facts

- Cited by 2 papers in the map (data through 14 Oct 2026).
- Placed in Jailbreaking, one of 12 directions in LLM safety and security.
- Builds on 32 of its 37 references that are in the map.
- First posted on arXiv 22 Sep 2025.

## Placed in

- LLM safety and security / [Jailbreaking](https://mlsanity.com/safety/jailbreaking/)

## Builds on (most cited first, 30 of 32)

- [Direct Preference Optimization: Your Language Model is Secretly a Reward Model](https://mlsanity.com/paper/2305.18290/) (2023)
- [Training a Helpful and Harmless Assistant with Reinforcement Learning from Human Feedback](https://mlsanity.com/paper/2204.05862/) (2022)
- [Universal and Transferable Adversarial Attacks on Aligned Language Models](https://mlsanity.com/paper/2307.15043/) (2023)
- [AutoGen: Enabling Next-Gen LLM Applications via Multi-Agent Conversation](https://mlsanity.com/paper/2308.08155/) (2023)
- [Jailbroken: How Does LLM Safety Training Fail?](https://mlsanity.com/paper/2307.02483/) (2023)
- [Jailbreaking Black Box Large Language Models in Twenty Queries](https://mlsanity.com/paper/2310.08419/) (2023)
- [RealToxicityPrompts: Evaluating Neural Toxic Degeneration in Language Models](https://mlsanity.com/paper/2009.11462/) (2020)
- [Fine-tuning Aligned Language Models Compromises Safety, Even When Users Do Not Intend To!](https://mlsanity.com/paper/2310.03693/) (2023)
- [Ethical and social risks of harm from Language Models](https://mlsanity.com/paper/2112.04359/) (2021)
- [BeaverTails: Towards Improved Safety Alignment of LLM via a Human-Preference Dataset](https://mlsanity.com/paper/2307.04657/) (2023)
- [AutoDAN: Generating Stealthy Jailbreak Prompts on Aligned Large Language Models](https://mlsanity.com/paper/2310.04451/) (2023)
- [Red Teaming Language Models to Reduce Harms: Methods, Scaling Behaviors, and Lessons Learned](https://mlsanity.com/paper/2209.07858/) (2022)
- [How Johnny Can Persuade LLMs to Jailbreak Them: Rethinking Persuasion to Challenge AI Safety by Humanizing LLMs](https://mlsanity.com/paper/2401.06373/) (2024)
- [GPTFUZZER: Red Teaming Large Language Models with Auto-Generated Jailbreak Prompts](https://mlsanity.com/paper/2309.10253/) (2023)
- [DecodingTrust: A Comprehensive Assessment of Trustworthiness in GPT Models](https://mlsanity.com/paper/2306.11698/) (2023)
- [GPT-4 Is Too Smart To Be Safe: Stealthy Chat with LLMs via Cipher](https://mlsanity.com/paper/2308.06463/) (2023)
- [DeepInception: Hypnotize Large Language Model to Be Jailbreaker](https://mlsanity.com/paper/2311.03191/) (2023)
- [A Wolf in Sheep's Clothing: Generalized Nested Jailbreak Prompts can Fool Large Language Models Easily](https://mlsanity.com/paper/2311.08268/) (2023)
- [ArtPrompt: ASCII Art-based Jailbreak Attacks against Aligned LLMs](https://mlsanity.com/paper/2402.11753/) (2024)
- [Planning with Large Language Models for Code Generation](https://mlsanity.com/paper/2303.05510/) (2023)
- [H-CoT: Hijacking the Chain-of-Thought Safety Reasoning Mechanism to Jailbreak Large Reasoning Models, Including OpenAI o1/o3, DeepSeek-R1, and Gemini 2.0 Flash Thinking](https://mlsanity.com/paper/2502.12893/) (2025)
- [Don't Listen To Me: Understanding and Exploring Jailbreak Prompts of Large Language Models](https://mlsanity.com/paper/2403.17336/) (2024)
- [Use of LLMs for Illicit Purposes: Threats, Prevention Measures, and Vulnerabilities](https://mlsanity.com/paper/2308.12833/) (2023)
- [CodeAttack: Revealing Safety Generalization Challenges of Large Language Models via Code Completion](https://mlsanity.com/paper/2403.07865/) (2024)
- [Play Guessing Game with LLM: Indirect Jailbreak Attack with Implicit Clues](https://mlsanity.com/paper/2402.09091/) (2024)
- [Reasoning-Augmented Conversation for Multi-Turn Jailbreak Attacks on Large Language Models](https://mlsanity.com/paper/2502.11054/) (2025)
- [FuzzLLM: A Novel and Universal Fuzzing Framework for Proactively Discovering Jailbreak Vulnerabilities in Large Language Models](https://mlsanity.com/paper/2309.05274/) (2023)
- [CoSafe: Evaluating Large Language Model Safety in Multi-Turn Dialogue Coreference](https://mlsanity.com/paper/2406.17626/) (2024)
- [QueryAttack: Jailbreaking Aligned Large Language Models Using Structured Non-natural Query Language](https://mlsanity.com/paper/2502.09723/) (2025)
- [from Benign import Toxic: Jailbreaking the Language Model via Adversarial Metaphors](https://mlsanity.com/paper/2503.00038/) (2025)

## Built on by (most cited first, 2 of 2)

- [Jailbreak Foundry: From Papers to Runnable Attacks for Reproducible Benchmarking](https://mlsanity.com/paper/2602.24009/) (2026)
- [GMP: A Benchmark for Content Moderation under Co-occurring Violations and Dynamic Rules](https://mlsanity.com/paper/2603.01724/) (2026)

## Abstract (arXiv)

Large Language Models (LLMs) have demonstrated remarkable capabilities in various tasks. However, they remain exposed to jailbreak attacks, eliciting harmful responses. The nested scenario strategy has been increasingly adopted across various methods, demonstrating immense potential. Nevertheless, these methods are easily detectable due to their prominent malicious intentions. In this work, we are the first to find and systematically verify that LLMs' alignment defenses are not sensitive to nested scenarios, where these scenarios are highly semantically relevant to the queries and incorporate targeted toxic knowledge. This is a crucial yet insufficiently explored direction. Based on this, we propose RTS-Attack (Semantically Relevant Nested Scenarios with Targeted Toxic Knowledge), an adaptive and automated framework to examine LLMs' alignment. By building scenarios highly relevant to the queries and integrating targeted toxic knowledge, RTS-Attack bypasses the alignment defenses of LLMs. Moreover, the jailbreak prompts generated by RTS-Attack are free from harmful queries, leading to outstanding concealment. Extensive experiments demonstrate that RTS-Attack exhibits superior performance in both efficiency and universality compared to the baselines across diverse advanced LLMs, including GPT-4o, Llama3-70b, and Gemini-pro. Our complete code is available at https://github.com/nercode/Work. WARNING: THIS PAPER CONTAINS POTENTIALLY HARMFUL CONTENT.