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Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters

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Abstract

Herein, we report a nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes through reductive decarboxylation of redox-active esters. The present reaction enables the preparation of functionalized gem-difluoroalkenes with the formation of sterically hindered C(sp3)–C(sp3) bonds under very mild reaction conditions, while tolerating many sensitive functional groups and requiring minimal substrate protection. Therefore, this method provides an efficient and convenient approach for late-stage modification of biologically interesting molecules.

Graphical abstract: Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters

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Publication details

The article was received on 29 Sep 2018, accepted on 29 Oct 2018 and first published on 07 Nov 2018


Article type: Edge Article
DOI: 10.1039/C8SC04335C
Citation: Chem. Sci., 2019, Advance Article
  • Open access: Creative Commons BY license
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    Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters

    X. Lu, X. Wang, T. Gong, J. Pi, S. He and Y. Fu, Chem. Sci., 2019, Advance Article , DOI: 10.1039/C8SC04335C

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