Premium
Visible‐Light‐Induced Direct Oxidative C−H Amidation of Heteroarenes with Sulfonamides
Author(s) -
Tong Kun,
Liu Xiaodong,
Zhang Yan,
Yu Shouyun
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201604014
Subject(s) - chemistry , regioselectivity , radical , oxidative phosphorylation , photochemistry , photoredox catalysis , oxidative cleavage , aqueous solution , nitrogen , bleach , visible spectrum , combinatorial chemistry , catalysis , organic chemistry , photocatalysis , materials science , biochemistry , optoelectronics
A direct oxidative C−H amidation of heteroarenes with sulfonamides via nitrogen‐centered radicals has been achieved. Nitrogen‐centered radicals are directly generated from oxidative cleavage of N−H bonds under visible‐light photoredox catalysis. Sulfonamides, which are easily accessed, are used as tunable nitrogen sources and bleach (aqueous NaClO solution) is used as the oxidant. A variety of heteroarenes, including indoles, pyrroles and benzofurans, can undergo this amidation with high yields (up to 92 %). These reactions are highly regioselective, and all the products are isolated as single regioisomer.