Jailbreaking Attacks vs. Content Safety Filters: How Far Are We in the LLM Safety Arms Race?
Paper · 2026 · Yuan Xin, Dingfan Chen, Linyi Yang et al.
Summary
Studies of jailbreaking usually measure attack success against the aligned model alone. Real deployments, however, often add content moderation filters on both the incoming prompt and the generated reply. This paper asks how well published jailbreaks hold up when such filters are included. The authors frame a jailbreak as successful only if it gets past an input filter, makes the LLM produce harmful text, and then gets past an output filter. To test this, they merged existing jailbreak benchmarks and removed semantically duplicated queries. The resulting dataset has harmful prompts across ten harm categories, each paired with a benign prompt on the same topic. They then ran attacks from several families (optimization-based, LLM-assisted, obfuscation, function/tool-based, multi-turn) through detectors such as LlamaGuard, the OpenAI Moderation API, O3, Prompt-Guard and InjecGuard. Almost every attack was caught by at least one filter, which suggests earlier work has overstated how dangerous jailbreaks are in practice. The remaining weakness is precision: benign prompts are still flagged too often, which hurts usability.
Key points
- Dataset: 417 distinct harmful prompts across 10 harm categories, each matched with a benign counterpart on the same topic, built from deduplicated existing benchmarks.
- Attacks evaluated include GCG, AutoDAN, PAIR, TAP, AdvPrompter, DeepInception, ReNeLLM, DrAttack, CodeChameleon and Crescendo. The few attacks that evade filters do so at the cost of weaker overall attack performance.
- Deployment trade-offs: LlamaGuard and the OpenAI API suit routine use, while O3 is better where accuracy matters more than cost. A gradient-based detector had the highest latency, at 40.67 ms per sample.
- False positives cluster in Physical Harm, then Privacy and Sexual/Adult Content. They are often triggered by sensitive words such as "bomb" appearing in harmless historical or medical contexts.
- Preliminary adaptive-attack test (TAP with Vicuna-13B as attacker, Mistral-7B as target, GPT-4 as judge, OpenAI Moderation as filter): the filter-aware variant raised success from 28.4% to 88.3%. That is still below the 97.6% success rate without any filter, and it needed more iterations.
Institutions
Fields, topics and concepts
📚 Shelves 4The field of science this work belongs to (OpenAlex fields).Computer Science · 16,667 worksArtificial Intelligence · 16,194 worksArts and Humanities · 16,039 worksLanguage and Linguistics · 15,891 works
🧭 Topics 2Research subjects and languages the work is about.Language models & pretraining · 3,320 worksBias, fairness & safety · 517 works
Cite
Cite as Yuan Xin, Dingfan Chen, Linyi Yang, Michael Backes and Xiao Zhang. 2026. Jailbreaking Attacks vs. Content Safety Filters: How Far Are We in the LLM Safety Arms Race?. Findings of the Association for Computational Linguistics: ACL 2026.
@inproceedings{xin2026jailbreaking,
title = {{Jailbreaking Attacks vs. Content Safety Filters: How Far Are We in the LLM Safety Arms Race?}},
author = {Yuan Xin, Dingfan Chen, Linyi Yang, Michael Backes and Xiao Zhang},
booktitle = {Findings of the Association for Computational Linguistics: ACL 2026},
year = {2026},
doi = {10.18653/v1/2026.findings-acl.20},
url = {https://doi.org/10.18653/v1/2026.findings-acl.20}
}References
- Josh Achiam, Steven Adler, Sandhini Agarwal, Lama Ahmad, Ilge Akkaya, Florencia Leoni Aleman, Diogo Almeida, Janko Altenschmidt, Sam Altman, Shyamal Anadkat, et al. 2023. Gpt-4 technical report. arXiv preprint arXiv:2303.08774.
- Maksym Andriushchenko, Francesco Croce, and Nicolas Flammarion. 2024. Jailbreaking leading safety-aligned llms with simple adaptive attacks. arXiv preprint arXiv:2404.02151. find
- Ahmed El-Kishky, Alexander Wei, Andre Saraiva, Borys Minaiev, Daniel Selsam, David Dohan, Francis Song, Hunter Lightman, Ignasi Clavera, Jakub Pachocki, et al. 2025. Competitive programming with large reasoning models. arXiv preprint arXiv:2502.06807. find
- Yuntao Bai, Saurav Kadavath, Sandipan Kundu, Amanda Askell, Jackson Kernion, Andy Jones, Anna Chen, Anna Goldie, Azalia Mirhoseini, Cameron McKinnon, et al. 2022. Constitutional ai: Harmlessness from ai feedback. arXiv preprint arXiv:2212.08073.
- Rishi Bommasani, Drew A Hudson, Ehsan Adeli, Russ Altman, Simran Arora, Sydney von Arx, Michael S Bernstein, Jeannette Bohg, Antoine Bosselut, Emma Brunskill, et al. 2021. On the opportunities and risks of foundation models. arXiv preprint arXiv:2108.07258.
- Tom Bourgeade, Patricia Chiril, Farah Benamara, and Véronique Moriceau. 2023. What did you learn to hate? a topic-oriented analysis of generalization in hate speech detection. In Proceedings of the 17th Conference of the European Chapter of the Association for Computational Linguistics, pages 3495–… find
- Bochuan Cao, Yuanpu Cao, Lu Lin, and Jinghui Chen. 2023. Defending against alignment-breaking attacks via robustly aligned llm. arXiv preprint arXiv:2309.14348.
- Patrick Chao, Edoardo Debenedetti, Alexander Robey, Maksym Andriushchenko, Francesco Croce, Vikash Sehwag, Edgar Dobriban, Nicolas Flammarion, George J. Pappas, Florian Tramèr, Hamed Hassani, and Eric Wong. 2024. Jailbreakbench: An open robustness benchmark for jailbreaking large language models. In…
- Patrick Chao, Alexander Robey, Edgar Dobriban, Hamed Hassani, George J Pappas, and Eric Wong. 2023. Jailbreaking black box large language models in twenty queries. arXiv preprint arXiv:2310.08419.
- Yangyi Chen, Hongcheng Gao, Ganqu Cui, Fanchao Qi, Longtao Huang, Zhiyuan Liu, and Maosong Sun. 2022. Why should adversarial perturbations be imperceptible? rethink the research paradigm in adversarial nlp. arXiv preprint arXiv:2210.10683. find
- Peng Ding, Jun Kuang, Dan Ma, Xuezhi Cao, Yunsen Xian, Jiajun Chen, and Shujian Huang. 2024. A wolf in sheep’s clothing: Generalized nested jailbreak prompts can fool large language models easily. In Proceedings of the 2024 Conference of the North American Chapter of the Association for Computationa… find
- Abhimanyu Dubey, Abhinav Jauhri, Abhinav Pandey, Abhishek Kadian, Ahmad Al-Dahle, Aiesha Letman, Akhil Mathur, Alan Schelten, Amy Yang, Angela Fan, et al. 2024. The llama 3 herd of models. arXiv preprint arXiv:2407.21783.
- Samuel Gehman, Suchin Gururangan, Maarten Sap, Yejin Choi, and Noah A Smith. 2020. Realtoxicityprompts: Evaluating neural toxic degeneration in language models. In Findings of the Association for Computational Linguistics: EMNLP.
- Faeze Ghorbanpour, Viktor Hangya, and Alexander Fraser. 2025. Fine-grained transfer learning for harmful content detection through label-specific soft prompt tuning. In Proceedings of the 2025 Conference of the Nations of the Americas Chapter of the Association for Computational Linguistics: Human L… find
- Aaron Grattafiori, Abhimanyu Dubey, Abhinav Jauhri, Abhinav Pandey, Abhishek Kadian, Ahmad Al-Dahle, Aiesha Letman, Akhil Mathur, Alan Schelten, Alex Vaughan, et al. 2024. The llama 3 herd of models. arXiv preprint arXiv:2407.21783.
- Yangsibo Huang, Samyak Gupta, Mengzhou Xia, Kai Li, and Danqi Chen. 2024. Catastrophic jailbreak of open-source LLMs via exploiting generation. In The Twelfth International Conference on Learning Representations (ICLR).
- Hakan Inan, Kartikeya Upasani, Jianfeng Chi, Rashi Rungta, Krithika Iyer, Yuning Mao, Michael Tontchev, Qing Hu, Brian Fuller, Davide Testuggine, et al. 2023. Llama guard: Llm-based input-output safeguard for human-ai conversations. arXiv preprint arXiv:2312.06674.
- Neel Jain, Avi Schwarzschild, Yuxin Wen, Gowthami Somepalli, John Kirchenbauer, Ping-yeh Chiang, Micah Goldblum, Aniruddha Saha, Jonas Geiping, and Tom Goldstein. 2023. Baseline defenses for adversarial attacks against aligned language models. arXiv preprint arXiv:2309.00614.
- Albert Q Jiang, Alexandre Sablayrolles, Arthur Mensch, Chris Bamford, Devendra Singh Chaplot, Diego de las Casas, Florian Bressand, Gianna Lengyel, Guillaume Lample, Lucile Saulnier, et al. 2023. Mistral 7b. arXiv preprint arXiv:2310.06825. find
- Mingyu Jin, Suiyuan Zhu, Beichen Wang, Zihao Zhou, Chong Zhang, Yongfeng Zhang, et al. 2024. Attackeval: How to evaluate the effectiveness of jailbreak attacking on large language models. arXiv preprint arXiv:2401.09002. — [arXiv:2401.09002](https://arxiv.org/abs/2401.09002) find
- Zachary Kenton, Tom Everitt, Laura Weidinger, Iason Gabriel, Vladimir Mikulik, and Geoffrey Irving. 2021. Alignment of language agents. arXiv preprint arXiv:2103.14659. find
- Tomasz Korbak, Kejian Shi, Angelica Chen, Rasika Vinayak Bhalerao, Christopher Buckley, Jason Phang, Samuel R Bowman, and Ethan Perez. 2023. Pretraining language models with human preferences. In International Conference on Machine Learning (ICML). PMLR.
- Hao Li and Xiaogeng Liu. 2024. Injecguard: Benchmarking and mitigating over-defense in prompt injection guardrail models. arXiv preprint arXiv:2410.22770. — [arXiv:2410.22770](https://arxiv.org/abs/2410.22770) find
- Xirui Li, Ruochen Wang, Minhao Cheng, Tianyi Zhou, and Cho-Jui Hsieh. 2024a. Drattack: Prompt decomposition and reconstruction makes powerful llm jailbreakers. arXiv preprint arXiv:2402.16914. — [arXiv:2402.16914](https://arxiv.org/abs/2402.16914) find
- Xuan Li, Zhanke Zhou, Jianing Zhu, Jiangchao Yao, Tongliang Liu, and Bo Han. 2023. Deepinception: Hypnotize large language model to be jailbreaker. arXiv preprint arXiv:2311.03191.
- Yuanchun Li, Hao Wen, Weijun Wang, Xiangyu Li, Yizhen Yuan, Guohong Liu, Jiacheng Liu, Wenxing Xu, Xiang Wang, Yi Sun, et al. 2024b. Personal llm agents: Insights and survey about the capability, efficiency and security. arXiv preprint arXiv:2401.05459. find
- Stephanie Lin, Jacob Hilton, and Owain Evans. 2021. Truthfulqa: Measuring how models mimic human falsehoods. arXiv preprint arXiv:2109.07958.
- Chengyuan Liu, Fubang Zhao, Lizhi Qing, Yangyang Kang, Changlong Sun, Kun Kuang, and Fei Wu. 2023a. Goal-oriented prompt attack and safety evaluation for llms. arXiv e-prints, pages arXiv–2309. find
- Hanmeng Liu, Zhizhang Fu, Mengru Ding, Ruoxi Ning, Chaoli Zhang, Xiaozhang Liu, and Yue Zhang. 2025. Logical reasoning in large language models: A survey. arXiv preprint arXiv:2502.09100.
- Na Liu, Liangyu Chen, Xiaoyu Tian, Wei Zou, Kaijiang Chen, and Ming Cui. 2024. From llm to conversational agent: A memory enhanced architecture with fine-tuning of large language models. arXiv preprint arXiv:2401.02777. — [arXiv:2401.02777](https://arxiv.org/abs/2401.02777) find
- Mantas Mazeika, Long Phan, Xuwang Yin, Andy Zou, Zifan Wang, Norman Mu, Elham Sakhaee, Nathaniel Li, Steven Basart, Bo Li, David Forsyth, and Dan Hendrycks. 2024. Harmbench: A standardized evaluation framework for automated red teaming and robust refusal. In Forty-first International Conference on M…
- Anay Mehrotra, Manolis Zampetakis, Paul Kassianik, Blaine Nelson, Hyrum Anderson, Yaron Singer, and Amin Karbasi. 2023. Tree of attacks: Jailbreaking black-box llms automatically. arXiv preprint arXiv:2312.02119.
- Meta-AI. 2024. Prompt-guard-86m. find
- Shervin Minaee, Tomas Mikolov, Narjes Nikzad, Meysam Chenaghlu, Richard Socher, Xavier Amatriain, and Jianfeng Gao. 2024. Large language models: A survey. arXiv preprint arXiv:2402.06196.
- Yichuan Mo, Yuji Wang, Zeming Wei, and Yisen Wang. 2024. Fight back against jailbreaking via prompt adversarial tuning. In The Thirty-eighth Annual Conference on Neural Information Processing Systems. find
- OpenAI. 2025. O3 Mini System Card. https://cdn.openai.com/o3-mini-system-card-feb10.pdf. ↗
- Long Ouyang, Jeffrey Wu, Xu Jiang, Diogo Almeida, Carroll Wainwright, Pamela Mishkin, Chong Zhang, Sandhini Agarwal, Katarina Slama, Alex Ray, et al. 2022. Training language models to follow instructions with human feedback. Advances in neural information processing systems (NeurIPS), 35.
- Anselm Paulus, Arman Zharmagambetov, Chuan Guo, Brandon Amos, and Yuandong Tian. 2024. Advprompter: Fast adaptive adversarial prompting for llms. arXiv preprint arXiv:2404.16873. — [arXiv:2404.16873](https://arxiv.org/abs/2404.16873) find
- Jingyu Peng, Maolin Wang, Nan Wang, Jiatong Li, Yuchen Li, Yuyang Ye, Wanyu Wang, Pengyue Jia, Kai Zhang, and Xiangyu Zhao. 2025. Logic jailbreak: Efficiently unlocking llm safety restrictions through formal logical expression. arXiv preprint arXiv:2505.13527.
- Team Qwen, Baosong Yang, B Zhang, B Hui, B Zheng, B Yu, Chengpeng Li, D Liu, F Huang, H Wei, et al. 2024. Qwen2 technical report. arXiv preprint. find
- Xiaogeng Liu, Nan Xu, Muhao Chen, and Chaowei Xiao. 2023b. Autodan: Generating stealthy jailbreak prompts on aligned large language models. arXiv preprint arXiv:2310.04451.
- Huijie Lv, Xiao Wang, Yuansen Zhang, Caishuang Huang, Shihan Dou, Junjie Ye, Tao Gui, Qi Zhang, and Xuanjing Huang. 2024. Codechameleon: Personalized encryption framework for jailbreaking large language models. arXiv preprint arXiv:2402.16717. — [arXiv:2402.16717](https://arxiv.org/abs/2402.16717) find
- Todor Markov, Chong Zhang, Sandhini Agarwal, Florentine Eloundou Nekoul, Theodore Lee, Steven Adler, Angela Jiang, and Lilian Weng. 2023. A holistic approach to undesired content detection in the real world. In Proceedings of the AAAI Conference on Artificial Intelligence, volume 37, pages 15009–150…
- Rafael Rafailov, Archit Sharma, Eric Mitchell, Christopher D Manning, Stefano Ermon, and Chelsea Finn. 2024. Direct preference optimization: Your language model is secretly a reward model. Advances in Neural Information Processing Systems (NeurIPS), 36.
- Traian Rebedea, Razvan Dinu, Makesh Narsimhan Sreedhar, Christopher Parisien, and Jonathan Cohen. 2023. Nemo guardrails: A toolkit for controllable and safe llm applications with programmable rails. In Proceedings of the 2023 Conference on Empirical Methods in Natural Language Processing (EMNLP): Sy… find
- Mark Russinovich, Ahmed Salem, and Ronen Eldan. 2025. Great, now write an article about that: The crescendo {Multi-Turn}{LLM} jailbreak attack. In 34th USENIX Security Symposium (USENIX Security 25), pages 2421–2440. find
- Yunhu Ye, Binyuan Hui, Min Yang, Binhua Li, Fei Huang, and Yongbin Li. 2023. Large language models are versatile decomposers: Decompose evidence and questions for table-based reasoning. arXiv preprint arXiv:2301.13808. — [arXiv:2301.13808](https://arxiv.org/abs/2301.13808) find
- Erfan Shayegani, Yue Dong, and Nael Abu-Ghazaleh. 2023. Jailbreak in pieces: Compositional adversarial attacks on multi-modal language models. In The Twelfth International Conference on Learning Representations. find
- Sibo Yi, Yule Liu, Zhen Sun, Tianshuo Cong, Xinlei He, Jiaxing Song, Ke Xu, and Qi Li. 2024. Jailbreak attacks and defenses against large language models: A survey. arXiv preprint arXiv:2407.04295.
- Guobin Shen, Dongcheng Zhao, Linghao Feng, Xiang He, Jihang Wang, Sicheng Shen, Haibo Tong, Yiting Dong, Jindong Li, Xiang Zheng, et al. 2025. Pandaguard: Systematic evaluation of llm safety against jailbreaking attacks. arXiv preprint arXiv:2505.13862. — [arXiv:2505.13862](https://arxiv.org/abs/2505.13862) find
- Alex Tamkin, Miles Brundage, Jack Clark, and Deep Ganguli. 2021. Understanding the capabilities, limitations, and societal impact of large language models. arXiv preprint arXiv:2102.02503. find
- Hugo Touvron, Louis Martin, Kevin Stone, Peter Albert, Amjad Almahairi, Yasmine Babaei, Nikolay Bashlykov, Soumya Batra, Prajjwal Bhargava, Shruti Bhosale, et al. 2023. Llama 2: Open foundation and fine-tuned chat models. arXiv preprint arXiv:2307.09288.
- Boxin Wang, Weixin Chen, Hengzhi Pei, Chulin Xie, Mintong Kang, Chenhui Zhang, Chejian Xu, Zidi Xiong, Ritik Dutta, Rylan Schaeffer, et al. 2024. Decodingtrust: A comprehensive assessment of trustworthiness in gpt models. Advances in Neural Information Processing Systems (NeurIPS), 36.
- Laura Weidinger, John Mellor, Maribeth Rauh, Conor Griffin, Jonathan Uesato, Po-Sen Huang, Myra Cheng, Mia Glaese, Borja Balle, Atoosa Kasirzadeh, et al. 2021. Ethical and social risks of harm from language models. arXiv preprint arXiv:2112.04359.
- Zeguan Xiao, Yan Yang, Guanhua Chen, and Yun Chen. 2024. Distract large language models for automatic jailbreak attack. In Proceedings of the 2024 Conference on Empirical Methods in Natural Language Processing, pages 16230–16244. find
- Youliang Yuan, Wenxiang Jiao, Wenxuan Wang, Jen-tse Huang, Pinjia He, Shuming Shi, and Zhaopeng Tu. 2023. Gpt-4 is too smart to be safe: Stealthy chat with llms via cipher. arXiv preprint arXiv:2308.06463.
- Marcos Zampieri, Shervin Malmasi, Preslav Nakov, Sara Rosenthal, Noura Farra, and Ritesh Kumar. 2019. Predicting the type and target of offensive posts in social media. arXiv preprint arXiv:1902.09666.
- Jiajun Zhang, Zeyu Cui, Jiaxi Yang, Lei Zhang, Yuheng Jing, Zeyao Ma, Tianyi Bai, Zilei Wang, Qiang Liu, Liang Wang, et al. 2026. From completion to editing: Unlocking context-aware code infilling via search-and-replace instruction tuning. arXiv preprint arXiv:2601.13384.
- Lianmin Zheng, Wei-Lin Chiang, Ying Sheng, Siyuan Zhuang, Zhanghao Wu, Yonghao Zhuang, Zi Lin, Zhuohan Li, Dacheng Li, Eric P Xing, et al. 2023. Judging llm-as-a-judge with mt-bench and chatbot arena.” arxiv. arXiv preprint cs.CL/2306.05685.
- Kaijie Zhu, Jindong Wang, Jiaheng Zhou, Zichen Wang, Hao Chen, Yidong Wang, Linyi Yang, Wei Ye, Yue Zhang, Neil Zhenqiang Gong, et al. 2023. Promptbench: Towards evaluating the robustness of large language models on adversarial prompts. arXiv eprints, pages arXiv–2306. find
- Andy Zou, Zifan Wang, J. Zico Kolter, and Matt Fredrikson. 2023. Universal and transferable adversarial attacks on aligned language models. Preprint, arXiv:2307.15043.
- Yueqi Xie, Minghong Fang, Renjie Pi, and Neil Gong. 2024. Gradsafe: Detecting unsafe prompts for llms via safety-critical gradient analysis. arXiv preprint arXiv:2402.13494. — [arXiv:2402.13494](https://arxiv.org/abs/2402.13494) find
- Zhangchen Xu, Fengqing Jiang, Luyao Niu, Jinyuan Jia, Bill Yuchen Lin, and Radha Poovendran. 2024. Safedecoding: Defending against jailbreak attacks via safety-aware decoding. arXiv preprint arXiv:2402.08983.
- Yifan Yao, Jinhao Duan, Kaidi Xu, Yuanfang Cai, Zhibo Sun, and Yue Zhang. 2024. A survey on large language model (llm) security and privacy: The good, the bad, and the ugly. High-Confidence Computing, page 100211.
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