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Gold-Catalyzed Hydration of Haloalkynes to α-Halomethyl Ketones

Longyong Xie, Yundong Wu, Weiguo Yi, Lei Zhu, Jiannan Xiang* and Weimin He*

*College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, People's Republic of China, Email: jnxianghnu.edu.cn, wmhehnu.edu.cn

L. Xie, Y. Wu, W. Yi, L. Zhu, J. Xiang, W. He, J. Org. Chem., 2013, 78, 9190-9191.

DOI: 10.1021/jo401437w


Abstract

Au-catalyzed hydration of haloalkynes enables an atom-economical synthesis of a wide range of α-halomethyl ketones as an alternative to conventional α-halogenation of ketones. Other outstanding features include excellent yields from both alkyl- and aryl-substituted haloalkynes and wide functional group tolerance.

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Key Words

hydration, α-bromo ketones, α-chloro ketones


ID: J42-Y2013