C(sp)-C(sp³) Bond Formation through Cu-Catalyzed Cross-Coupling of N-Tosylhydrazones and Trialkylsilylethynes

Fei Ye, Xiaoshen Ma, Qing Xiao, Huan Li, Yan Zhang and Jianbo Wang*

*Beijing National Laboratory of Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China, Email: wangjbpku.edu.cn

F. Ye, X. Ma, Q. Xiao, H. Li, Y. Zhang, J. Wang, J. Am. Chem. Soc., 2012, 134, 5742-5745.

DOI: 10.1021/ja3004792

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Abstract

In a copper-catalyzed cross-coupling of N-tosylhydrazones with trialkylsilylethynes, that leads to the formation of C(sp)-C(sp³) bonds, Cu carbene migratory insertion is proposed to play the key role.

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Key Words

Alkynylation

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ID: J48-Y2012-0910