AI-powered code generation systems have transformed software development but introduce critical inference-time security vulnerabilities. This research presents a systematic investigation of context-based adversarial attacks, where strategically crafted contextual inputs, including comments, documentation, variable names, bias large language models toward generating exploitable code. Through 2,800 controlled experiments across CodeT5+, CodeLlama, GPT-3.5-Turbo, and GPT-4, we quantify attack effectiveness and defense mechanisms. Results demonstrate that adversarial conditions increase vulnerability generation 10.7x (from 3.5% to 37.4%), with direct instruction attacks achieving 100% success on GPT-3.5-Turbo. Cross-model transferability reaches 60-100%, indicating systemic architectural vulnerabilities rather than model-specific flaws. Our dual-layer defense framework achieves 89.1% detection rate with 0.3% false positives and 520ms latency, demonstrating practical feasibility for real-time deployment in development environments.

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