Issue 16, 2022

Rh(iii)-Catalyzed ortho C–H functionalization of aromatic amides with bis(phenylsulfonyl)diazomethane and α-diazosulfones

Abstract

A Rh(III)-catalyzed migratory insertion of bis(phenylsulfonyl) carbene and α-sulfonyl carbenes into ortho C–H bonds of aryl amides has been developed. The products were obtained with moderate to excellent yields under mild reaction conditions. A reaction mechanism was proposed based on the control experiments and previous studies. Diverse desulfonylation transformations of the products were achieved.

Graphical abstract: Rh(iii)-Catalyzed ortho C–H functionalization of aromatic amides with bis(phenylsulfonyl)diazomethane and α-diazosulfones

Supplementary files

Article information

Article type
Communication
Submitted
07 Dec 2021
Accepted
24 Mar 2022
First published
25 Mar 2022

Org. Biomol. Chem., 2022,20, 3268-3272

Rh(III)-Catalyzed ortho C–H functionalization of aromatic amides with bis(phenylsulfonyl)diazomethane and α-diazosulfones

L. Chen, X. Su, R. Peng, X. Zhang and M. Yan, Org. Biomol. Chem., 2022, 20, 3268 DOI: 10.1039/D1OB02380B

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