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

ATTORRESI, CECILIA I.; BONIFAZI, EVELYN L.; RAMÍREZ, JAVIER A.; GOLA, GABRIEL F.

ORGANIC & BIOMOLECULAR CHEMISTRY

ROYAL SOC CHEMISTRY

Año: 2018 vol. 16 p. 8944 - 8949

1477-0520

A pseudo-five-multicomponent reaction involving an isocyanide, aprimary amine, two molecules of formaldehyde and water isreported, which gives N,N?-substituted 4-imidazolidinones whentrifluoroethanol is used as the solvent. The reaction proceeds withgood yields and with a wide variety of amines and isocyanides,providing an efficient new entry to these heterocycles. A preliminarystudy of the reaction mechanism suggests that trifluoroethanol,although acting as the solvent, is directly involved as a reagentin the reaction pathway