Copper-Catalyzed Sequential Azomethine Imine-Alkyne Cycloaddition and Umpolung Thiolation Reactions

摘要

Copper-catalyzed sequential 1,3-dipolar cycloadditions of azomethine imines and alkynes and electrophilic thiolations are described. The C-S, C-N, and C-C bonds were simultaneously formed in one pot, leading to N, N-bicyclic pyrazolidinones in good to excellent yields. The process is proposed to proceed via reaction of a cuprate pyrazolidinonate intermediate and benzenesulfonothioate.