One-step synthesis of N,N'-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction

Org Biomol Chem. 2018 Nov 28;16(46):8944-8949. doi: 10.1039/c8ob02229a.

Abstract

A pseudo-five-multicomponent reaction involving an isocyanide, a primary amine, two molecules of formaldehyde and water is reported, which gives N,N'-substituted 4-imidazolidinones when trifluoroethanol is used as the solvent. The reaction proceeds with good yields and with a wide variety of amines and isocyanides, providing an efficient new entry to these heterocycles. A preliminary study of the reaction mechanism suggests that trifluoroethanol, although acting as the solvent, is directly involved as a reagent in the reaction pathway.

Publication types

  • Research Support, Non-U.S. Gov't