Copper(II)-Mediated, Site-Selective C(sp2)–H Sulfonamidation of 1‑Naphthylamines

An operationally simple and efficient protocol for copper­(II)-mediated, picolinamido-directed C8–H sulfonamidation of 1-naphthylamine derivatives with various sulfonamides has been developed. Remarkably, this cross-dehydrogenative C–H/H–N coupling reaction exhibits a broad substrate scope with exce...

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Bibliographic Details
Published in:Journal of organic chemistry 2023-12, Vol.88 (24), p.16985-16996
Main Authors: Hajra, Arun Kumar, Ghosh, Prasanjit, Paul, Priyanka, Kundu, Mrinalkanti, Das, Sajal
Format: Article
Language:English
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Summary:An operationally simple and efficient protocol for copper­(II)-mediated, picolinamido-directed C8–H sulfonamidation of 1-naphthylamine derivatives with various sulfonamides has been developed. Remarkably, this cross-dehydrogenative C–H/H–N coupling reaction exhibits a broad substrate scope with excellent functional group tolerance, is scalable, and enables an expeditious route to a library of unsymmetrical N-arylated sulfonamides in good to excellent yields with exclusive site selectivity.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c01852