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

Organic Chemistry Frontiers Pub Date: 2022-02-19 DOI: 10.1039/D2QO00110A

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
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