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Redox-Neutral Dual Functionalization of Electron-Deficient Alkenes

Journal article
Authors Fredrik Pettersson
Giulia Bergonzini
Carlo Cassani
Carl Johan Wallentin
Published in Chemistry - A European Journal
Volume 23
Pages 7444-7447
ISSN 0947-6539
Publication year 2017
Published at Department of Chemistry and Molecular Biology
Pages 7444-7447
Language en
Links doi.org/10.1002/chem.201701589
Keywords acyl radicals, carboxylic acids, cascade transformation, multicomponent reactions, photoredox catalysis
Subject categories Biochemistry and Molecular Biology

Abstract

© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, WeinheimVisible-light photoredox catalysis has been utilized in a new multicomponent reaction forming β-functionalized δ-diketones under mild conditions in an operationally convenient manner. Single-electron reduction of in situ generated carboxylic acid derivatives forms acyl radicals that react further via 1,2-acylalkylation of olefins in an intermolecular, three-components cascade reaction, giving valuable synthetic entities from readily available starting materials. A diverse set of substrates has been used, demonstrating robust methodology with broad substrate scope.

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