Site-selective oxidative C–H sulfonylation of 8-acylaminoquinolines and anilides under metal-free conditions

Abstract

A highly site-selective oxidative C–H sulfonylation method for 8-acylaminoquinolines and anilides with sulfonyl chlorides has been developed, which provided C5-sulfonylated quinolines and para-sulfonylated anilides respectively. Good functional group compatibility was showed in both amides and sulfonyl substrates. This method was only mediated by using a hypervalent iodine reagent PhI(OPiv)₂ under mild conditions without any metallic catalyst or extra additives, which would provide a novel and facile methodology for synthesis of sulfone compounds.