# Casting a SPELL: Sentence Pairing Exploration for LLM Limitation-breaking

arXiv: https://arxiv.org/abs/2512.21236 · HTML: https://mlsanity.com/paper/2512.21236/

## 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 41 of its 60 references that are in the map.
- First posted on arXiv 24 Dec 2025.

## Placed in

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

## Builds on (most cited first, 30 of 41)

- [GPT-4 Technical Report](https://mlsanity.com/paper/2303.08774/) (2023)
- [Llama 2: Open Foundation and Fine-Tuned Chat Models](https://mlsanity.com/paper/2307.09288/) (2023)
- [Universal and Transferable Adversarial Attacks on Aligned Language Models](https://mlsanity.com/paper/2307.15043/) (2023)
- [TruthfulQA: Measuring How Models Mimic Human Falsehoods](https://mlsanity.com/paper/2109.07958/) (2021)
- [Not what you've signed up for: Compromising Real-World LLM-Integrated Applications with Indirect Prompt Injection](https://mlsanity.com/paper/2302.12173/) (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)
- [Ignore Previous Prompt: Attack Techniques For Language Models](https://mlsanity.com/paper/2211.09527/) (2022)
- [Prompt Injection attack against LLM-integrated Applications](https://mlsanity.com/paper/2306.05499/) (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)
- [Jailbreaking ChatGPT via Prompt Engineering: An Empirical Study](https://mlsanity.com/paper/2305.13860/) (2023)
- ["Do Anything Now": Characterizing and Evaluating In-The-Wild Jailbreak Prompts on Large Language Models](https://mlsanity.com/paper/2308.03825/) (2023)
- [Jailbreak and Guard Aligned Language Models with Only Few In-Context Demonstrations](https://mlsanity.com/paper/2310.06387/) (2023)
- [GPT-4 Is Too Smart To Be Safe: Stealthy Chat with LLMs via Cipher](https://mlsanity.com/paper/2308.06463/) (2023)
- [Toxicity in ChatGPT: Analyzing Persona-assigned Language Models](https://mlsanity.com/paper/2304.05335/) (2023)
- [Recursively Summarizing Books with Human Feedback](https://mlsanity.com/paper/2109.10862/) (2021)
- [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)
- [Rainbow Teaming: Open-Ended Generation of Diverse Adversarial Prompts](https://mlsanity.com/paper/2402.16822/) (2024)
- [Automatically Auditing Large Language Models via Discrete Optimization](https://mlsanity.com/paper/2303.04381/) (2023)
- [Challenges in Detoxifying Language Models](https://mlsanity.com/paper/2109.07445/) (2021)
- [Open Sesame! Universal Black Box Jailbreaking of Large Language Models](https://mlsanity.com/paper/2309.01446/) (2023)
- [Making Them Ask and Answer: Jailbreaking Large Language Models in Few Queries via Disguise and Reconstruction](https://mlsanity.com/paper/2402.18104/) (2024)
- [A Comprehensive Study of Jailbreak Attack versus Defense for Large Language Models](https://mlsanity.com/paper/2402.13457/) (2024)
- [DiT4Edit: Diffusion Transformer for Image Editing](https://mlsanity.com/paper/2411.03286/) (2024)
- [RedCode: Risky Code Execution and Generation Benchmark for Code Agents](https://mlsanity.com/paper/2411.07781/) (2024)
- [Cognitive Overload: Jailbreaking Large Language Models with Overloaded Logical Thinking](https://mlsanity.com/paper/2311.09827/) (2023)
- [CodeAttack: Revealing Safety Generalization Challenges of Large Language Models via Code Completion](https://mlsanity.com/paper/2403.07865/) (2024)
- [From Prompt Injections to SQL Injection Attacks: How Protected is Your LLM-Integrated Web Application?](https://mlsanity.com/paper/2308.01990/) (2023)
- [When LLM Meets DRL: Advancing Jailbreaking Efficiency via DRL-guided Search](https://mlsanity.com/paper/2406.08705/) (2024)

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

- [AI-Generated PowerShell Malware: An Experimental Framework and Dataset](https://mlsanity.com/paper/2606.30819/) (2026)

## Abstract (arXiv)

Large language models (LLMs) have revolutionized software development through AI-assisted coding tools, enabling developers with limited programming expertise to create sophisticated applications. However, this accessibility extends to malicious actors who may exploit these powerful tools to generate harmful software. Existing jailbreaking research primarily focuses on general attack scenarios against LLMs, with limited exploration of malicious code generation as a jailbreak target. To address this gap, we propose SPELL, a comprehensive testing framework specifically designed to evaluate the weakness of security alignment in malicious code generation. Our framework employs a time-division selection strategy that systematically constructs jailbreaking prompts by intelligently combining sentences from a prior knowledge dataset, balancing exploration of novel attack patterns with exploitation of successful techniques. Extensive evaluation across three advanced code models (GPT-4.1, Claude-3.5, and Qwen2.5-Coder) demonstrates SPELL's effectiveness, achieving attack success rates of 83.75%, 19.38%, and 68.12% respectively across eight malicious code categories. The generated prompts successfully produce malicious code in real-world AI development tools such as Cursor, with outputs confirmed as malicious by state-of-the-art detection systems at rates exceeding 73%. These findings reveal significant security gaps in current LLM implementations and provide valuable insights for improving AI safety alignment in code generation applications.