Issue 28, 2019

Fe(ii)-Catalyzed alkenylation of benzylic C–H bonds with diazo compounds

Abstract

We report herein an alkenylation of benzylic C(sp3)–H bonds with diazo compounds via carbon cation intermediates with DDQ as the oxidant in the presence of a catalytic amount of Fe(II). Diphenylmethane, toluene, benzyl methyl sulfide and their derivatives could be applied as substrates to afford the tetra-substituted olefin products, which may serve as useful building blocks in organic synthesis.

Graphical abstract: Fe(ii)-Catalyzed alkenylation of benzylic C–H bonds with diazo compounds

Supplementary files

Article information

Article type
Communication
Submitted
05 Feb 2019
Accepted
06 Mar 2019
First published
06 Mar 2019

Chem. Commun., 2019,55, 4047-4050

Fe(II)-Catalyzed alkenylation of benzylic C–H bonds with diazo compounds

J. Shi, Q. Luo, W. Yu, B. Wang, Z. Shi and J. Wang, Chem. Commun., 2019, 55, 4047 DOI: 10.1039/C9CC01060B

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