Divide and Inject: Can Agents Reconstruct an Indirect Prompt Injection from Fragments?

LLM-based agents are increasingly deployed for complex tasks requiring planning, tool use, and interaction with external services. Their reliance on untrusted external content exposes them to indirect prompt injection (IPI), in which adversarial instructions embedded in retrieved data hijack agent behavior. Existing attacks rely on static payloads that cannot adapt to agent-specific defenses; even recent adaptive methods lack structured feedback to guide optimization. We introduce \oursys, a feedback-guided iterative framework that closes the loop between injection, diagnosis, and refinement: a rule-based diagnoser produces structured outcome labels with behavioral descriptions, and an LLM-based optimizer refines payloads conditioned on the full optimization history. A synthesis step generates new disguise seeds from failure patterns, enabling the strategy space to self-evolve. On AgentDojo and InjectAgent, \oursys substantially outperforms static baselines and existing adaptive methods across four victim models. Extension experiments on Claude Code, a production-grade coding agent with layered defenses, show that optimized payloads achieve full success on 5 of 9 targets; even those that resist full exploitation exhibit measurable improvement from iterative refinement. We further present a mechanistic analysis of IPI, identifying an attention-mediated threshold mechanism in mid-to-late layers; three causal interventions validate this finding and point to concrete defense directions.

Indirect prompt injection poses a critical threat to LLM agents that interact with untrusted external data, yet automated attack methods--proven effective for jailbreaking--remain underexplored in realistic agentic settings. We present a comprehensive empirical evaluation of automated prompt injection attacks against LLM agents, adapting both white-box (GCG) and black-box (TAP) methods to the agentic setting within the AgentDojo framework. We evaluate across 80 task pairs spanning four domains and multiple models, and find that black-box optimization substantially outperforms gradient-based methods, a gap we attribute to GCG's optimization instability under reasonable compute budgets. We also find that TAP's effectiveness depends on the attacker model, as both general capability and safety tuning affect attack success--stronger models produce more effective injections, while safety-tuned attackers can refuse to generate adversarial prompts. Task-universal attacks transfer effectively to unseen tasks and out-of-distribution domains, but attacks optimized on smaller open-source models do not transfer to frontier models like GPT-5. These findings highlight automated prompt injection as a credible but model-dependent threat, with significant barriers remaining for model-agnostic exploitation.

Prompt injection is the most critical vulnerability in deployed AI agents. Despite recent progress, we show that the prevailing defense paradigm (data-instruction separation) both fails to detect attacks that operate through contextual manipulation and degrades contextually appropriate behavior. We then recast prompt injection via the lens of Contextual Integrity (CI), a privacy theory that judges information flow compliance with contextual norms. This explains types of attacks that current defenses attempt to patch and predict advanced ones future agents will face. We develop unique benign and attack scenarios that force an agent to violate the norms by (1) misrepresenting the flow, (2) manipulating norms, or (3) mixing multiple flows. This reframing suggests an impossibility result: an adversary can always construct a context under which a blocked flow appears legitimate, or a defender who tightens norms will block genuinely legitimate flows. Our findings suggest that current research addresses a shrinking fraction of future attack surfaces. Instead, through CI, we offer a principled framework for evaluating context-sensitive failures, and designing CI-aware alignment for the frontier autonomous agents.