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

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.