An Aqueous Three‐Component Reaction of Cyclopropanols, DABCO ⋅ (SO<sub>2</sub>)<sub>2</sub> and Diaryliodonium salts
Yanjie Qiu, Jiating Yao, Hongguang Xia, Chumeng Zhu, Shengqing Ye, Jie Wu, Qi Chen
Abstract
Abstract An additive‐ and external oxidant‐free reaction of cyclopropanols, DABCO ⋅ (SO 2 ) 2 and diaryliodonium salts in aqueous phase is described. This reaction proceeds under mild reaction conditions, affording bioactive aryl substituted γ‐keto sulfones in 36%‐90% yields with good functional group tolerance. This reaction proceeds through a γ‐keto sulfinate intermediate, which undergoes a nucleophilic reaction with diaryliodonium salts, giving rise to corresponding aryl substituted γ‐keto sulfones.
Topics & Concepts
ChemistryDABCOAqueous solutionNucleophileArylNucleophilic additionFunctional groupReaction conditionsMedicinal chemistryOrganic chemistryCatalysisAlkylPolymerSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsChemical Synthesis and Reactions