Practical Transformation of Thiols and Disulfides to Sulfonyl Fluoride Warheads Using Trichloroisocyanuric Acid for Oxidation and Chlorination

Sulfonyl fluorides have emerged as versatile building blocks in organic synthesis and click chemistry, driving a strong demand for efficient synthetic methods. However, the cost‐effective and straightforward synthesis of these compounds remains challenging. Herein, we report a practical one‐pot protocol that directly converts commercially available thiols or disulfides into sulfonyl fluorides using trichloroisocyanuric acid (TCCA) as an inexpensive chlorinating oxidant. This transition‐metal‐free method features operational simplicity, mild conditions, retention of the substrate skeleton, and broad substrate scope, offering a robust and accessible platform for the rapid assembly of structurally diverse sulfonyl fluoride building blocks.