Copper-Catalyzed Oxidative Trifluoromethylation of Terminal Alkynes and Aryl Boronic Acids Using (Trifluoromethyl)trimethylsilane

Xueliang Jiang, Lingling Chu and Feng-Ling Qing*

*Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China, Email: flqmail.sioc.ac.cn

X. Jiang, L. Chu, F.-L. Qing, J. Org. Chem., 2012, 77, 1251-1257.

DOI: 10.1021/jo202566h

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Abstract

An efficient copper-catalyzed oxidative trifluoromethylation of terminal alkynes and aryl boronic acids in the presence of air is successfully achieved by adding both the substrate and a portion of CF₃TMS slowly using a syringe pump to the reaction mixture.

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Copper-Mediated Aerobic Oxidative Trifluoromethylation of Terminal Alkynes with Me₃SiCF₃

L. Chu, F.-L. Qing, J. Am. Chem. Soc., 2010, 132, 7262-7263.

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Key Words

trifluoromethyl alkynes, oxygen

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ID: J42-Y2012-0210