Synthesis of Terminal Allenes through Copper-Mediated Cross-Coupling of Ethyne with N-Tosylhydrazones or α-Diazoesters
Fei Ye, Chengpeng Wang, Xiaoshen Ma, Mohammad Lokman Hossain, Ying Xia, Yan Zhang and Jianbo Wang*
*Beijing National Laboratory of Molecular Sciences (BNLMS),
College of Chemistry, Peking University, Beijing 100871, China, Email: wangjb
pku.edu.cn
F. Ye, C. Wang, X. Ma, M. L. Hossain, Y. Xia, Y. Zhang, J. Wang, J. Org. Chem., 2015, 80, 647-652.
DOI: 10.1021/jo502316q
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Abstract
Terminal allenes can be synthesized in good yields using ethyne as coupling partner in a copper-mediated cross-coupling reaction with N-tosylhydrazones or α-diazoacetate. This coupling method offers excellent functional group tolerance. Copper carbene migratory insertion is proposed as the key step.
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M. L. Hossain, F. Ye, Y. Zhang, J. Wang, J. Org. Chem., 2013, 78, 1236-1241.
Key Words
ID: J42-Y2015
