Cobalt-Catalyzed Asymmetric Cross-Coupling Reaction of Fluorinated Secondary Benzyl Bromides with Lithium Aryl Boronates/ZnBr₂

Weichen Huang, Xiaolong Wan and Qilong Shen*

*Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China, Email: shenqlmail.sioc.ac.cn

W. Huang, X. Wan, Q. Shen, Org. Lett., 2020, 22, 4327-4332.

DOI: 10.1021/acs.orglett.0c01363

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Abstract

A cobalt complex catalyzes an asymmetric cross-coupling of α-bromo-α-fluorotoluene derivatives with a variety of aryl zincates derived from lithium aryl n-butyl pinacol boronates and ZnBr₂ under mild reaction conditions. The reaction tolerates various common functional groups such as fluoride, chloride, bromide, cyano, or ester groups.

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Key Words

diarylmethanes, benzyl fluorides

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ID: J54-Y2020