From Prompt Injection to Web Exploitation: Revisiting Classic Vulnerabilities in LLM-Integrated Applications

Large Language Models are increasingly integrated into web applications through chatbots, tool-calling pipelines, and agentic workflows. In these systems, user input may influence not only generated text, but also backend actions such as database queries, HTTP requests, file operations, template rendering, or API calls. This paper introduces LLM-mediated web attacks, a class of attacks in which attacker-controlled input is transformed by an LLM-integrated application and then reaches traditional web-application sinks. We systematize this attack surface through representative LLM2X variants, including LLM2SQLi, LLM2XSS, LLM2SSTI, LLM2CommandInjection, LLM2IDOR, LLM2CSRF, LLM2XXE, and LLM2SSRF. Our analysis shows that the LLM usually does not create the underlying vulnerability itself; rather, it acts as a mediation layer, and in some tool-enabled settings as a confused deputy, carrying attacker influence into components that trust model-generated or model-influenced content. As an experimental case study, we implement TicketOracle, a Flask-based LLM-integrated web application for evaluating LLM2SSRF across five attack scenarios and seven LLMs. Our results show substantial variation in susceptibility across models, suggesting that exploitation depends both on insecure application architecture and model-specific behavior. We conclude with mitigation strategies across the prompt, model, application, and network layers.