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Nickel-catalyzed enantioselective α-heteroarylation of ketones via C-F bond activation to construct all-carbon quaternary stereocenters.

ABSTRACT: Nickel-catalyzed asymmetric α-heteroarylation of ketones with fluorinated heteroarenes is reported via C-F bond activation. A series of ketones and 2-fluoropyridine derivatives with different functional groups proceed well to provide the corresponding products containing all-carbon quaternary stereocenters in good yields (up to 99% yield) and high ee values (up to 99% ee). In addition, drug molecule donepezil could also be compatible under the reaction conditions to afford late-stage diversification of pharmaceuticals.

SUBMITTER: Gu X

PROVIDER: S-EPMC9629005 | biostudies-literature | 2022 Nov

REPOSITORIES: biostudies-literature

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Nickel-catalyzed enantioselective α-heteroarylation of ketones <i>via</i> C-F bond activation to construct all-carbon quaternary stereocenters.

Gu Xiaodong X Liu Kexin K Yang Limin L Xie Chengyi C Li Mingliang M Wang Jun Joelle JJ

Chemical science 20221012 42

Nickel-catalyzed asymmetric α-heteroarylation of ketones with fluorinated heteroarenes is reported <i>via</i> C-F bond activation. A series of ketones and 2-fluoropyridine derivatives with different functional groups proceed well to provide the corresponding products containing all-carbon quaternary stereocenters in good yields (up to 99% yield) and high ee values (up to 99% ee). In addition, drug molecule donepezil could also be compatible under the reaction conditions to afford late-stage dive ...[more]

PMID: 36382277

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