Photoinduced C(sp3)–H chlorination of amides with tetrabutyl ammonium chloride

Abstract

A new protocol was developed for the site-selective C(sp³)–H chlorination of amides with tetrabutyl ammonium chloride as the chlorinating agent. The reaction features a tandem sequence that involves a (diacetoxyiodo)benzene-mediated and chloride anion-involved N–H chlorination followed by photoinitiated chlorine atom transfer. A wide variety of carboxamides and sulfonamides were chlorinated at the δ-position by using this method.