Multicomponent, Tandem 1,3- and 1,4-Bisarylation of Donor–Acceptor Cyclopropanes and Cyclobutanes with Electron-Rich Arenes and Hypervalent Arylbismuth Reagents
Biplab Mondal, Dinabandhu Das, Jaideep Saha
Abstract
A tandem catalytic process for 1,3- and 1,4-bisarylation of donor-acceptor (D-A) cyclopropanes and cyclobutanes is disclosed. This strategy capitalizes on the use of two distinct sources of nucleophilic and electrophilic arylating agents, affording the formation of two new C-C bonds in an orchestrated multicomponent fashion with the aid of a catalytic Lewis acid. Mechanistic investigations have revealed it to be a stereoselective process, and products could be easily elaborated into other useful compounds.
Topics & Concepts
CyclobutanesChemistryHypervalent moleculeElectrophileTandemNucleophileCatalysisCombinatorial chemistryLewis acids and basesStereoselectivityRetrosynthetic analysisReagentElectron acceptorStereochemistryOrganic chemistryCycloadditionTotal synthesisComposite materialMaterials scienceCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions