PhI(OAc)₂-Mediated Novel 1,3-Dipolar Cycloaddition of Methylenecyclopropanes (MCPs), Vinylidenecyclopropanes (VCPs), and Methylenecyclobutane (MCB) with Phthalhydrazide

Abstract

[structure: see text]. Iodobenzene diacetate-mediated reactions of methylenecyclopropanes 1, vinylidenecyclopropanes 2, and a methylenecyclobutane 3a with phthalhydrazide give the corresponding [3+2] cycloaddition products in good yields under mild conditions. In these reactions, phthalhydrazide was transformed to a 1,3-dipole intermediate in the presence of iodobenzene diacetate. A plausible reaction mechanism has been proposed.