Breaking the Code: Security Assessment of AI Code Agents Through Systematic Jailbreaking Attacks

Large language models (LLMs) are rapidly evolving from conversational assistants into agentic AI systems that reason, plan, invoke tools, maintain persistent memory, communicate with other agents, and execute multi-step tasks. At the same time, modern models exhibit substantially stronger native safety alignment than earlier generations on which many jailbreak attacks and defenses were originally studied. This shift raises a fundamental question: \textit{which established jailbreak-security findings remain valid in the era of modern LLMs and agentic AI?} We address this question through a Systematization of Knowledge (SoK) that reframes jailbreak security around the full agentic execution pipeline. We develop unified taxonomies of attacks and defenses spanning user interaction, planning and reasoning, memory, tool use, and inter-agent communication, and introduce a security--utility--efficiency evaluation framework that separates native harmful-prompt safety, adversarial jailbreak robustness, and agent-level security outcomes. We further conduct a controlled empirical study of representative attacks and defenses within a common agentic framework. Our results reveal three important gaps. First, strong native alignment does not imply robustness to adversarial jailbreaks. Second, defense effectiveness is highly model-, attack-, and component-dependent and can come at substantial cost in over-refusal, utility, and latency. Third, low final-response attack success can mask severe intermediate compromise: planning, memory, and tool interactions may remain unsafe even when the final response is successfully filtered. These findings motivate a shift from response-centric jailbreak defense toward cross-layer, execution-aware security that protects agent state, component transitions, and external actions while preserving practical utility and efficiency.

Large language models are increasingly deployed as IDE-integrated coding agents that decompose tasks, generate and edit files, run code, and refine outputs over many turns. Yet their safety is still often evaluated as if they were chatbots: one harmful prompt, one response, judged in isolation. We introduce workflow-level jailbreak construction, a failure mode in which a harmful objective is assembled across ordinary stages of a software-development workflow rather than generated through a single direct prompt. Using GitHub Copilot in Visual Studio Code, we study four closed-weight backends: Claude Sonnet 4.6, Claude Haiku 4.5, Gemini 3.1 Pro, and Gemini 3.5 Flash. Across 204 prompts from Hammurabi's Code, HarmBench, and AdvBench , the models show near-complete refusal under direct chat, CSV-read, and single-step code-fix baselines, with only 8/816 successful responses in each baseline condition. Under the full workflow, however, the same prompts and backends produce 816/816 unsafe teaching-shot completions, all independently confirmed by two expert evaluators under a strict rubric. These results show that conversational refusal benchmarks can substantially overstate the safety of deployed coding agents and motivate defenses that reason about safety across multi-turn IDE workflows and their generated artifacts, not only individual chat turns.

AI coding agents powered by LLMs are increasingly integrated into real-world software development, where they generate, edit, and execute code with autonomous access to local files and tools. Coding agents inherit security risks from both the LLM backbone, where adversarial prompts, poisoned training data, and backdoor triggers can cause models to emit insecure or attacker-chosen code, and their agentic architecture, where tool-using autonomy enables induced misuse of external APIs, data exfiltration, and persistent compromise of development environments. This paper presents a systematic evaluation of malicious issue requests against state-of-the-art coding agents (Cursor, Claude Code, and Codex Desktop), powered by two major model families (OpenAI GPT-5.3 Codex/GPT-5.4 and Anthropic Sonnet 4.6). Our novel benchmark IssueTrojanBench contains malicious issues that are constructed based on four novel attack categories (i.e., embedded as malicious instructions in issues), six delivery vectors (e.g., PDF, or issue comment), and further augmented by perturbations. Our results reveal critical vulnerabilities in the as-deployed modern coding agents, i.e., 66.5% of the malicious issues from IssueTrojanBench penetrate all the guardrails (agent- and LLM-level) of coding agents. Our further analysis shows that rejection is almost entirely from LLMs rather than the agent frameworks, with GPT models broadly vulnerable and Sonnet 4.6 exhibiting more selective, risk-aware blocking of high-impact actions. Our evaluation also highlights that the current agent-level defense strategy offers limited additional protection for coding agents. Our findings highlight the urgent need for stronger agent- and model-level safety mechanisms to protect AI coding agents.