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Visible‐Light‐Mediated Photocatalytic Difunctionalization of Olefins by Radical Acylarylation and Tandem Acylation/Semipinacol Rearrangement
Author(s) -
Bergonzini Giulia,
Cassani Carlo,
LorimerOlsson Haldor,
Hörberg Johanna,
Wallentin CarlJohan
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201504985
Subject(s) - tandem , acylation , chemistry , combinatorial chemistry , photocatalysis , radical cyclization , photochemistry , organic chemistry , catalysis , materials science , composite material
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 α‐ or β‐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.