# EvoJail: Evolutionary Diverse Jailbreak Prompt Generation for Large Language Models

arXiv: https://arxiv.org/abs/2605.02921 · HTML: https://mlsanity.com/paper/2605.02921/

## Key facts

- Cited by 1 papers in the map (data through 14 Oct 2026).
- Placed in Jailbreaking, one of 12 directions in LLM safety and security.
- Builds on 19 of its 28 references that are in the map.
- First posted on arXiv 22 Apr 2026.

## Placed in

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

## Builds on (most cited first, 19 of 19)

- [Tree of Attacks: Jailbreaking Black-Box LLMs Automatically](https://mlsanity.com/paper/2312.02119/) (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)
- ["Do Anything Now": Characterizing and Evaluating In-The-Wild Jailbreak Prompts on Large Language Models](https://mlsanity.com/paper/2308.03825/) (2023)
- [Multi-step Jailbreaking Privacy Attacks on ChatGPT](https://mlsanity.com/paper/2304.05197/) (2023)
- [Exploiting Programmatic Behavior of LLMs: Dual-Use Through Standard Security Attacks](https://mlsanity.com/paper/2302.05733/) (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)
- [MasterKey: Automated Jailbreak Across Multiple Large Language Model Chatbots](https://mlsanity.com/paper/2307.08715/) (2023)
- [COLD-Attack: Jailbreaking LLMs with Stealthiness and Controllability](https://mlsanity.com/paper/2402.08679/) (2024)
- [Removing RLHF Protections in GPT-4 via Fine-Tuning](https://mlsanity.com/paper/2311.05553/) (2023)
- [GradSafe: Detecting Jailbreak Prompts for LLMs via Safety-Critical Gradient Analysis](https://mlsanity.com/paper/2402.13494/) (2024)
- [FlipAttack: Jailbreak LLMs via Flipping](https://mlsanity.com/paper/2410.02832/) (2024)
- [Query-Based Adversarial Prompt Generation](https://mlsanity.com/paper/2402.12329/) (2024)
- [FuzzLLM: A Novel and Universal Fuzzing Framework for Proactively Discovering Jailbreak Vulnerabilities in Large Language Models](https://mlsanity.com/paper/2309.05274/) (2023)
- [ASETF: A Novel Method for Jailbreak Attack on LLMs through Translate Suffix Embeddings](https://mlsanity.com/paper/2402.16006/) (2024)
- [SEAS: Self-Evolving Adversarial Safety Optimization for Large Language Models](https://mlsanity.com/paper/2408.02632/) (2024)
- [Jailbreaking? One Step Is Enough!](https://mlsanity.com/paper/2412.12621/) (2024)
- [Stand on The Shoulders of Giants: Building JailExpert from Previous Attack Experience](https://mlsanity.com/paper/2508.19292/) (2025)
- [LLM-based IR-system for Bank Supervisors](https://mlsanity.com/paper/2508.02945/) (2025)

## Built on by (most cited first, 1 of 1)

- [Mind Viruses: Self-Propagating Ideas in Multi-Agent LLM Systems](https://mlsanity.com/paper/2608.10218/) (2026)

## Abstract (arXiv)

As LLMs continue to shape real-world applications, automated jailbreak generation becomes essential to reveal safety weaknesses and guide model improvement. Existing automatic jailbreak generation methods have not yet fully considered two important aspects: adaptability to evolving safety-finetuned models, which affects their effectiveness on newer model versions, and diversity in generated prompts, which can cause narrow or repetitive attack patterns. To address these issues, we propose EvoJail, an instruction-fusion-driven evolutionary jailbreak generation framework that formalizes jailbreak prompt generation as a multi-objective black-box optimization problem and leverages the principles of evolutionary algorithms to search for jailbreak prompts that can adapt across different model versions and exhibit diverse attack patterns. Specifically, EvoJail integrates jailbreak prompt generation into an iterative evolutionary loop, where at each iteration candidate prompts are evaluated directly against the target model and then selected and varied based on the target model's responses, enabling the generation process to continuously adapt to model updates. To enhance diversity, EvoJail introduces field-aware instruction fusion to construct diverse starting points and incorporates diversity-aware objectives into the evolutionary fitness function, guiding the search toward prompts with richer semantic variation, while further designing multi-level LLM-based mutation operators that modify prompt structures at different granularities to promote structural diversity throughout the evolutionary process. Results demonstrate that EvoJail has stronger adaptability and can achieve over 93% attack success rate and more than 5.6% improvement in diversity metrics over state-of-the-art methods.