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Bypassing LLM Guardrails: An Empirical Analysis of Evasion Attacks against Prompt Injection and Jailbreak Detection Systems

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arxiv 2504.11168 v3 pith:SFG7YWVY submitted 2025-04-15 cs.CR cs.AIcs.LG

classification cs.CRcs.AIcs.LG
keywords promptsystemsevasioninjectiondetectionjailbreakadversarialattacks
verification ladder T0 review T1 audit T2 compute T3 formal
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Large Language Models (LLMs) guardrail systems are designed to protect against prompt injection and jailbreak attacks. However, they remain vulnerable to evasion techniques. We demonstrate two approaches for bypassing LLM prompt injection and jailbreak detection systems via traditional character injection methods and algorithmic Adversarial Machine Learning (AML) evasion techniques. Through testing against six prominent protection systems, including Microsoft's Azure Prompt Shield and Meta's Prompt Guard, we show that both methods can be used to evade detection while maintaining adversarial utility achieving in some instances up to 100% evasion success. Furthermore, we demonstrate that adversaries can enhance Attack Success Rates (ASR) against black-box targets by leveraging word importance ranking computed by offline white-box models. Our findings reveal vulnerabilities within current LLM protection mechanisms and highlight the need for more robust guardrail systems.

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Cited by 3 Pith papers

Reviewed papers in the Pith corpus that reference this work. Sorted by Pith novelty score. Full citation record

  1. Beyond Pattern Matching: Seven Cross-Domain Techniques for Prompt Injection Detection

    cs.CR 2026-04 unverdicted novelty 7.0 of 10

    The work introduces and partially evaluates seven cross-domain prompt injection detectors, reporting F1 gains on benchmarks like deepset/prompt-injections and indirect-injection sets via local alignment, stylometry, a...

  2. EVADE-Bench: Multimodal Benchmark for Evaluating and Enhancing Evasive Content Detection

    cs.CL 2025-05 conditional novelty 6.0 of 10

    A new benchmark of 2,833 evasive text samples and 13,961 images shows current LLMs and VLMs frequently miss veiled policy violations in Chinese e-commerce ads.

  3. When Your Reviewer is an LLM: Biases, Divergence, and Prompt Injection Risks in Peer Review

    cs.CY 2025-09 conditional novelty 4.0 of 10

    GPT-5-mini gives weaker papers systematically higher scores than human reviewers, and hidden field-specific prompts in PDFs can force it to assign perfect scores or suppress weaknesses.

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