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Iridium-Catalyzed Selective α-Alkylation of Unactivated Amides with Primary Alcohols

Le Guo, Yinghua Liu, Wubing Yao, Xuebing Leng and Zheng Huang*

*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032, China, Email: huangzhsioc.ac.cn

L. Guo, Y. Liu, W. Yao, Y. Leng, Z. Huang, Org. Lett., 2013, 15, 1144-1147.

DOI: 10.1021/ol400360g (free Supporting Information)


Abstract

An effective and robust iridium pincer complex achieves a selective α-alkylation of tertiary and secondary acetamides involving a borrowing hydrogen methodology. The method tolerates alcohols bearing various functional groups. This presents a convenient and environmentally benign protocol for α-alkylation of amides.

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Key Words

α-Alkylation


ID: J54-Y2013-0590