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Visible-Light-Mediated Photocatalytic Difunctionalization of Olefins by Radical Acylarylation and Tandem Acylation/Semipinacol Rearrangement

Journal article
Authors Giulia Bergonzini
Carlo Cassani
Haldor Lorimer-Olsson
Johanna Hörberg
Carl Johan Wallentin
Published in Chemistry-a European Journal
Volume 22
Issue 10
Pages 3292-3295
ISSN 0947-6539
Publication year 2016
Published at Department of Chemistry and Molecular Biology
Pages 3292-3295
Language en
Links dx.doi.org/10.1002/chem.201504985
https://gup.ub.gu.se/file/206942
Keywords acylation, cyclization, oxindole, photoredox catalysis, synthetic methods, photoredox catalysis, acyl radicals, organic-synthesis, metal-free, enantioselective synthesis, synthetic applications, combining, photoredox, bond formation, alkenes, acylation, Chemistry
Subject categories Chemical Sciences

Abstract

A novel method for the mild photoredox-mediated tandem radical acylarylation and tandem acylation/semipinacol rearrangement has been developed. The synthesis of highly functionalized ketones bearing all-carbon - or -quaternary centers has been achieved using easily available symmetric aromatic carboxylic anhydrides as the acyl radical source. The method allows for a straightforward introduction of the keto functionality and concomitant construction of molecular complexity in a single operation.

Page Manager: Webmaster|Last update: 9/11/2012
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