title: Cyclization of N-Arylacrylamides via Radical Arylsulfenylation of Carbon-Carbon Double Bonds with Sulfonyl Hydrazides.
abstract: An unprecedented tandem radical sulfenylation/cyclization reaction of N-arylacrylamides with sulfonyl hydrazides has been developed in the presence of iodine for the selective synthesis of 3-(sulfenylmethyl)oxindoles and 3-sulfenyl-3,4-dihydroquinolin-2(1H)-ones. Preliminary mechanistic studies showed that sulfonyl hydrazides decomposed completely at an early stage to thiosulfonates and disulfides, both of which underwent tandem radical sulfenylation/cyclization with N-arylacrylamides at a late stage.
authors.affiliation: Department of Chemistry, University of Science and Technology of China , Hefei, Anhui 230026, China.
authors.forename: Fu-Xiang
authors.initials: FX
authors.lastname: Wang
authors.affiliation: Department of Chemistry, University of Science and Technology of China , Hefei, Anhui 230026, China.
authors.forename: Shi-Kai
authors.initials: SK
authors.lastname: Tian