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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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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copper
couplings
libraries
organic chemistry
sulfonamides
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description 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.
doi_str_mv 10.1021/acs.joc.3c01852
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source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects copper
couplings
libraries
organic chemistry
sulfonamides
title Copper(II)-Mediated, Site-Selective C(sp2)–H Sulfonamidation of 1‑Naphthylamines
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