4.8 Article

Three-component carboacylation of alkenes via cooperative nickelaphotoredox catalysis

Journal

CHEMICAL SCIENCE
Volume 13, Issue 24, Pages 7256-7263

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2sc02277j

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Funding

  1. DFG (Gottfried-Wilhelm-Leibniz award)
  2. Alexander von Humboldt Foundation

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Versatile three-component 1,2-carboacylations of alkenes were achieved using commercially available acyl chlorides, aldehydes, and alkanes, with the cooperative action of nickel and sodium decatungstate catalysis. This resulted in the formation of two vicinal C-C bonds. The direct functionalization of C(sp(2))/C(sp(3))-H bonds in a modular manner allowed for the rapid generation of structurally complex ketones. Additionally, a regioselective late-stage modification of natural products demonstrated the practical utility of this strategy, which offers high resource economy and a wide substrate scope.
Various commercially available acyl chlorides, aldehydes, and alkanes were exploited for versatile three-component 1,2-carboacylations of alkenes to forge two vicinal C-C bonds through the cooperative action of nickel and sodium decatungstate catalysis. A wealth of ketones with high levels of structural complexity was rapidly obtained via direct functionalization of C(sp(2))/C(sp(3))-H bonds in a modular manner. Furthermore, a regioselective late-stage modification of natural products showcased the practical utility of the strategy, generally featuring high resource economy and ample substrate scope.

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