Issue 37, 2020

Oxidative alkylation of alkenes with carbonyl compounds through concomitant 1,2-aryl migration by photoredox catalysis

Abstract

Visible-light-enabled oxidative radical 1,2-alkylarylation of α-aryl allylic alcohols with carbonyl compounds has been established under mild conditions. An efficient and convenient protocol for the construction of a variety of 1,5-dicarbonyl compounds was realized in the presence of organic fluorophore 4CzIPN, hypervalent iodine(III) reagent, and visible light irradiation. An obvious kinetic isotope effect was noticed, which helped in gaining insight into the mechanistic course.

Graphical abstract: Oxidative alkylation of alkenes with carbonyl compounds through concomitant 1,2-aryl migration by photoredox catalysis

Supplementary files

Article information

Article type
Paper
Submitted
24 Jul 2020
Accepted
22 Aug 2020
First published
25 Aug 2020

New J. Chem., 2020,44, 16031-16035

Oxidative alkylation of alkenes with carbonyl compounds through concomitant 1,2-aryl migration by photoredox catalysis

Z. Lin, M. Lu, B. Liu, J. Gao, M. Huang, Z. Gan and S. Cai, New J. Chem., 2020, 44, 16031 DOI: 10.1039/D0NJ03733H

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