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Redox-Neutral Dual Functionalization of Electron-Deficient Alkenes.

ABSTRACT: Visible-light photoredox catalysis has been utilized in a new multicomponent reaction forming ?-functionalized ?-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.

SUBMITTER: Pettersson F

PROVIDER: S-EPMC5574022 | biostudies-literature | 2017 Jun

REPOSITORIES: biostudies-literature

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Redox-Neutral Dual Functionalization of Electron-Deficient Alkenes.

Pettersson Fredrik F Bergonzini Giulia G Cassani Carlo C Wallentin Carl-Johan CJ

Chemistry (Weinheim an der Bergstrasse, Germany) 20170510 31

Visible-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 b ...[more]

PMID: 28402066

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