Issue 11, 2015

Alkylation/1,2-aryl migration of α-aryl allylic alcohols with α-carbonyl alkyl bromides using visible-light photoredox catalysis

Abstract

A novel visible-light-induced alkene difunctionalization strategy is described for the synthesis of 1,5-dicarbonyl compounds from two reaction partners, α-aryl allylic alcohols and α-carbonyl alkyl bromides. This method is successful by sequential alkylation of an alkene C–C double bond and intramolecular 1,2-aryl migration, and shows a broad substrate scope, excellent functional group tolerance and good selectivity.

Graphical abstract: Alkylation/1,2-aryl migration of α-aryl allylic alcohols with α-carbonyl alkyl bromides using visible-light photoredox catalysis

Supplementary files

Article information

Article type
Research Article
Submitted
09 Jul 2015
Accepted
31 Aug 2015
First published
01 Sep 2015

Org. Chem. Front., 2015,2, 1457-1467

Author version available

Alkylation/1,2-aryl migration of α-aryl allylic alcohols with α-carbonyl alkyl bromides using visible-light photoredox catalysis

Y. Li, B. Liu, X. Ouyang, R. Song and J. Li, Org. Chem. Front., 2015, 2, 1457 DOI: 10.1039/C5QO00220F

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