Issue 13, 2018

Pd-catalyzed carbonylation of aryl C–H bonds in benzamides with CO2

Abstract

Herein, we report the first Pd-catalyzed carbonylation of unactivated aryl C–H bonds in benzamides under 1 atm of CO2 to directly afford important phthalimides. A variety of phthalimides are synthesized in moderate to high yields under redox-neutral conditions. This transformation features high regio- and chemo-selectivity, step-economy, good functional group tolerance, broad substrate scope and smooth scalability. Mechanistic studies suggest that the palladacycle is a competent intermediate.

Graphical abstract: Pd-catalyzed carbonylation of aryl C–H bonds in benzamides with CO2

Supplementary files

Article information

Article type
Research Article
Submitted
28 Agd 2018
Accepted
15 Cax 2018
First published
29 Cax 2018

Org. Chem. Front., 2018,5, 2086-2090

Pd-catalyzed carbonylation of aryl C–H bonds in benzamides with CO2

L. Song, G. Cao, W. Zhou, J. Ye, Z. Zhang, X. Tian, J. Li and D. Yu, Org. Chem. Front., 2018, 5, 2086 DOI: 10.1039/C8QO00433A

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