4.8 Article

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

Journal

CHEMICAL SCIENCE
Volume 10, Issue 3, Pages 809-814

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8sc04335c

Keywords

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Funding

  1. National Natural Science Foundation of China [21572212, 21502184, 21732006, 21702200]
  2. Strategic Priority Research Program of CAS [XDB20000000, XDA21060101]
  3. Major Program of Development Foundation of Hefei Center for Physical Science and Technology [2017FXZY001]
  4. Ministry of Science and Technology of China [2017YFA0303502]

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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(sp(3))-C(sp(3)) 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.

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