1,3-Dipolar cycloaddition of isatin: N, N ′-cyclic azomethine imines with α,β-unsaturated aldehydes catalyzed by DBU in water

Abstract

A simple and green procedure was established by [3 + 3] cycloaddition reaction of isatin derived cyclic imine 1,3-dipoles with α,β-unsaturated aldehydes, giving the desired spiro heterocyclic oxindoles with aza-quaternary centers in good yields and diastereoselectivities. It should be noted that water can be employed as a suitable solvent for the improvement of diastereoselectivity.