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CuI-Catalyzed Cross-Coupling of N-Tosylhydrazones with Terminal Alkynes: Synthesis of 1,3-Disubstituted Allenes

Mohammad Lokman Hossain, Fei Ye, Yan Zhang and Jianbo Wang*

*Beijing National Laboratory of Molecular Sciences (BNLMS), College of Chemistry, Peking University, Beijing 100871, China, Email: wangjbpku.edu.cn

M. L. Hossain, F. Ye, Y. Zhang, J. Wang, J. Org. Chem., 2013, 78, 1236-1241.

DOI: 10.1021/jo3024686


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Abstract

A CuI-catalyzed synthesis of 1,3-disubstituted allenes from 1-alkynes by the reaction with various N-tosylhydrazones as readily available starting materials is operationally simple and gives the desired products in good yields. The reaction tolerates various functional groups.

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Synthesis of Terminal Allenes through Copper-Mediated Cross-Coupling of Ethyne with N-Tosylhydrazones or α-Diazoesters

F. Ye, C. Wang, X. Ma, M. L. Hossain, Y. Xia, Y. Zhang, J. Wang, J. Org. Chem., 2015, 80, 647-652.


Key Words

Allenes


ID: J42-Y2013-0360