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A Copper-Catalyzed Reductive Defluorination of β-Trifluoromethylated Enones via Oxidative Homocoupling of Grignard Reagents

Xiaoting Wu, Fang Xie*, Ilya D. Gridnev and Wanbin Zhang*

*School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China, Email:,

X. Wu, F. Xie, I. D. Gridnev, W. Zhang, Org. Lett., 2018, 20, 1638-1642.

DOI: 10.1021/acs.orglett.8b00379

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An efficient copper-catalyzed reductive defluorination of β-trifluoromethylated enones proceeds smoothly with a wide range of substrates to provide gem-difluoroolefin ketones in the presence of Grignard reagents as reducing agents. The simultaneous homocoupling process of the Grignard reagents is effective for both Csp2-Csp2 and Csp3-Csp3 bond formations to afford coupling products with high yields.

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Key Words

alkenyl halides

ID: J54-Y2018