Visible‐Light Induced <i>Ipso</i>‐Difluoromethylation of <i>N</i>‐Arylpropiolamides to Synthesize 3‐Difluoromethyl Spiro[4.5]trienones
Ting Zhou, Ruiyue Liu, Xiuxiu Wang, Mingyang Rui, Xia Zhao, Kui Lu
Abstract
Abstract A visible light‐induced radical ipso ‐difluoromethylation of N ‐arylpropiolamides to synthesize 3‐difluoromethyl spiro[4.5]trienones was developed for the first time. In this transformation PhI(O 2 CCHF 2 ) 2 was used as difluoromethylation reagent and PhI(OAc) 2 was employed as oxidant. Due to the cheap and readily accessible reagents and oxidant as well as the mild reaction conditions, this method is as an efficient and practical strategy for the synthesis of difluoromethyl‐substituted spiro[4.5]trienones.
Topics & Concepts
ChemistryReagentCombinatorial chemistryTransformation (genetics)Medicinal chemistryOrganic chemistryBiochemistryGeneFluorine in Organic ChemistryRadical Photochemical ReactionsSynthesis and Reactions of Organic Compounds