Issue 8, 2022

Palladium-catalyzed reductive desulfonative aminocarbonylation of benzylsulfonyl chlorides with nitroarenes towards arylacetamides

Abstract

A new palladium-catalyzed reductive desulfonative aminocarbonylation reaction with benzylsulfonyl chlorides as C(sp3) electrophiles has been developed. Using nitroarenes as readily accessible and stable nitrogen surrogates, a wide range of arylacetamides were easily prepared in high yields with very good functional group compatibility. Mo(CO)6 plays a dual role as both a CO source and reductant here. Moreover, a late-stage modification of natural products was also achieved via this aminocarbonylation strategy.

Graphical abstract: Palladium-catalyzed reductive desulfonative aminocarbonylation of benzylsulfonyl chlorides with nitroarenes towards arylacetamides

Supplementary files

Article information

Article type
Research Article
Submitted
22 Jan 2022
Accepted
17 Feb 2022
First published
19 Feb 2022

Org. Chem. Front., 2022,9, 2079-2083

Palladium-catalyzed reductive desulfonative aminocarbonylation of benzylsulfonyl chlorides with nitroarenes towards arylacetamides

Y. Liu, Z. Bao, X. Qi and X. Wu, Org. Chem. Front., 2022, 9, 2079 DOI: 10.1039/D2QO00110A

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