posted on 2015-04-17, 00:00authored byQixue Qin, Shouyun Yu
A visible-light-promoted
C(sp3)–H amidation and
chlorination of N-chlorosulfonamides (NCSs) is reported.
This remote C(sp3)–H functionalization can be achieved
in weak basic solution at room temperature with as little as 0.1 mol
% of a photocatalyst. A variety of nitrogen-containing heterocycles
(up to 94% yield) and chlorides (up to 93% yield) are prepared from
NCSs. Late-stage C(sp3)–H functionalization of complex
and biologically important (−)-cis-myrtanylamine
and (+)-dehydroabietylamine derivatives can also be achieved with
excellent yields and regioselectivity.