Cu(I)-Catalyzed Synthesis of Sulfenamides via Coupling of Carbamothioate/Thiourea Derivatives with Sulfonyl Azides
Abstract
An efficient one-pot protocol is devised to access a wide range of sulfenamide derivatives through the copper-catalyzed coupling of sulfonyl azides with thioamides. The reaction proceeds via a copper-nitrenoid intermediate derived from sulfonyl azides, enabling chemo- and regioselective construction of the S-N bond through the extrusion of nitrogen as the sole byproduct. Notably, the protocol exhibits broad functional group tolerance and scalability. Scale-up reactions and mechanistic studies further underscore the operational simplicity, mild nature, and synthetic utility of this transformation.
Fields of Study & Subjects
Sulfur-Based Synthesis Techniques
Catalytic C–H Functionalization Methods
Synthesis and Catalytic Reactions
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 5
- Pages
- 2309–2314
- Publication date
- 28 January 2026
- Language
- EN