Visible-Light-Promoted Remote C(sp³)–H Amidation and Chlorination

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.