4.8 Article

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

Journal

ORGANIC LETTERS
Volume 22, Issue 11, Pages 4327-4332

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01363

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Funding

  1. National Natural Science Foundation of China [21625206, 21632009, 21421002]
  2. Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]

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A cobalt-catalyzed asymmetric cross-coupling of alpha-bromo-alpha-fluorotoluene derivatives with a variety of aryl zincates derived from lithium aryl n-butyl pinacol boronates and ZnBr2 under mild reaction conditions was described. In addition to mild reaction conditions, another advantage includes the compatibility of various common functional groups such as fluoride, chloride, bromide, cyano, or ester groups. Furthermore, this protocol was successfully applied to the enantioselective synthesis of three fluorinated derivatives of biologically active compounds or drug molecules.

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