Overcoming Radical Stability Order via DABCO-Triggered Desulfurization: Visible-Light-Promoted 1,2,4-Trifunctionalization of Butenyl Benzothiazole Sulfone with Thiosulfonate
Xinyu Liu, Jia‐Lin Fang, Weidong Rao, D. Y. Shen, Zhao‐Ying Yang, Shun‐Yi Wang
Abstract
A radical 1,2,4-trifunctional reaction of thiosulfonate to unactivated olefin is achieved by a migration strategy under mild conditions. In this reaction, the more unstable primary free radicals are in situ generated after the migration of heteroaryl groups in the presence of DABCO. This trifunctionalization of unactivated olefins involves two C-S bond formations and one C-C bond formation.
Topics & Concepts
DABCOBenzothiazoleChemistryRadicalOlefin fiberSulfoneMedicinal chemistryPhotochemistryCatalysisPolymer chemistryOrganic chemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods