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General Method for Selective Three-Component Carboacylation of Alkenes via Visible-Light Dual Photoredox/Nickel Catalysis

Zi-Kai Wang, Yaping Wang, Zhi-Wu Rao, Chunyu Liu, Xian-Hua Pan, Lei Guo

2023Organic Letters24 citationsDOI

Abstract

A photoredox/nickel dual catalytic protocol for the regioselective three-component carboacylation of alkenes with tertiary and secondary alkyltrifluoroborates as well as acyl chlorides is described. This redox-neutral protocol can be applied to the rapid synthesis of ketones with high diversity and complexity via a radical relay process. Many functional groups, allowing for various commercially available acyl chlorides, alkyltrifluoroborates, and alkenes, are tolerated under these mild conditions.

Topics & Concepts

ChemistryRegioselectivityPhotoredox catalysisCatalysisNickelCombinatorial chemistryVisible spectrumRedoxComponent (thermodynamics)PhotochemistryPhotocatalysisOrganic chemistryThermodynamicsOptoelectronicsPhysicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods
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