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Photoinduced [4 + 2]-cycloaddition reactions of vinyldiazo compounds for the construction of heterocyclic and bicyclic rings

Ming Bao, Arnold R. Romero Bohórquez, Hadi D. Arman, Michael P. Doyle

2024Chemical Science17 citationsDOIOpen Access PDF

Abstract

formed azoalkenes produces bicyclo[4.1.0]tetrahydropyridazine derivatives and, together with their cycloaddition using cyclopentadiene and furan that form tricyclic compounds, they occur with high chemoselectivity and diastereocontrol, good functional group tolerance, and excellent scalability. Subsequent transformations portray the synthetic versatility of these structures.

Topics & Concepts

CycloadditionBicyclic moleculeReagentIntermolecular forceChemistryPhotochemistryCombinatorial chemistryStereochemistryOrganic chemistryMoleculeCatalysisCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions