Visible-Light-Induced Decarboxylative Alkylation/Ring Opening and Esterification of Vinylcyclopropanes
Pu Chen, Peng‐Fei Huang, Biquan Xiong, Huawen Huang, Kewen Tang, Yu Liu
Abstract
A visible-light-induced four-component reaction of vinylcyclopropanes, N-(acyloxy)phthalimide esters, N,N-dimethylformamide (DMF), and H2O through an oxidative ring opening of cyclopropane is presented. This procedure provides a new and effective way to construct formate esters. DMF is employed as both a solvent and the source of CHO. This difunctionalization of vinylcyclopropanes shows good functional group tolerance under room temperature. A radical pathway is involved, and carbonyl oxygen of ester originated from water in this transformation.
Topics & Concepts
ChemistryPhthalimideRing (chemistry)SolventCyclopropaneAlkylationFormateHydroxylationMedicinal chemistryOxygenDimethylformamidePhotochemistryOrganic chemistryCatalysisEnzymeCyclopropane Reaction MechanismsSulfur-Based Synthesis TechniquesCatalytic Alkyne Reactions