Advanced Synthesis and Catalysis
Advanced Synthesis and Catalysis
5 years ago

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

Copper-Catalyzed Sequential Azomethine Imine-Alkyne Cycloaddition and Umpolung Thiolation Reactions
Min Zhang, Junshi Wu, Feifei Wu, Wanzhi Chen, Huanhong Wang
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.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/adsc.201700387

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