Copper‐Catalyzed Multicomponent Oxysulfonylation of Alkenes with Cyclobutanone Oxime Esters and Hydroxamic Acids via the Insertion of Sulfur Dioxide
Nengneng Zhou, Qiankun Xu, Ziqin Xia, Fangli Zhao, Lei Wang, Man Zhang
Abstract
Abstract A copper‐catalyzed multicomponent oxysulfonylation of alkenes with cyclobutanone oxime esters and hydroxamic acids via the insertion of sulfur dioxide has been developed. This reaction uses K 2 S 2 O 5 as the sulfur dioxide surrogate and the in situ generated amidoxyl radical as radical interceptor, thus providing a direct approach to β‐amidoxy sulfones in 35–90% yields. Mechanistic studies revealed that a radical‐radical coupling reaction of the alkyl radical and amidoxyl radical might be involved in this transformation. magnified image
Topics & Concepts
ChemistryCyclobutanoneSulfur dioxideCatalysisOximeRadicalAlkylHydroxamic acidSulfurCopperOrganic chemistryMedicinal chemistryPhotochemistryRing (chemistry)Sulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCyberloafing and Workplace Behavior