Photoredox/Copper Cooperatively Catalyzed Arylalkynylation of [1.1.1]Propellane
Hui‐Fang Ma, Duo Zhang, Bei‐Yi Cheng, Lei Wang, Bingxin Xu, Shuli Wang, Shuwei Zhang, Jiahang Lv, Burkhard Koenig, Guodong Zhang
Abstract
-sp bond formation reaction through a three-component coupling strategy involving terminal alkynes, [1.1.1]propellane, and aryl thianthrenium salts that are prepared from arenes. The reaction employs a dual photo/copper catalysis system and provides a streamlined approach for assembling 1-alkynyl-3-aryl bicyclo[1.1.1]pentane derivatives with a broad spectrum of functional group compatibility. Mechanistic studies suggest that the generation of aryl radicals and copper alkynide intermediates was involved.
Topics & Concepts
PropellaneChemistryCatalysisCopperArylPentaneBicyclic moleculeCombinatorial chemistryRadicalFunctional groupPhotochemistryStereochemistryOrganic chemistryPolymerAlkylRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsFluorine in Organic Chemistry