Blue Light‐Promoted Reaction of <i>α</i>‐Diazoketones and Sulfoxonium Ylides: Synthesis of 1,3‐Dicarbonyl Sulfoxonium Ylides
Yirong Dong, Yu Tian, Zun‐Ting Zhang, Tao Wang
Abstract
Abstract We report a strategy for the preparation of 1,3‐dicarbonyl sulfoxonium ylides from α‐diazoketones and sulfoxonium ylides. The transformation is achieved based on the blue‐LEDs‐promoted Wolff rearrangement of the α‐diazoketones, and the nucleophilic nature of the sulfoxonium ylides. A large array of products was prepared to demonstrate the substrate scope and functional group tolerance. A plausible mechanism was proposed for this transformation based on the experimental results. Furthermore, the synthetic utility of the products was explored. magnified image
Topics & Concepts
ChemistryScope (computer science)Substrate (aquarium)NucleophileTransformation (genetics)Combinatorial chemistryOrganic chemistryCatalysisComputer scienceGeneBiochemistryProgramming languageGeologyOceanographyCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions