Ring-opening S-alkylation of sulfenamides with sulfonium salts
Zeyuan Zhao1, Jun Guo1, Xiang Wang1
1College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, Shanghai 201620, China. youcanzhang@sues.edu.cn.
Abstract:
Here, we reported a novel and efficient method for the synthesis of S-alkyl substituted sulfilimines by employing a base-promoted ring-opening reaction of sulfonium salts with sulfenamides. This reaction proceeds smoothly under transition metal-free conditions and under an air atmosphere, allowing facile access to the corresponding products in good to excellent yields through selective C-S bond cleavage and simultaneous formation of a new C-S bond. This strategy features a broad substrate scope and holds promise for applications in late-stage functionalization.
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