Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Ciudad Autónoma de Buenos Aires, C1428EGA, Argentina.
Org Biomol Chem. 2018 Nov 28;16(46):8944-8949. doi: 10.1039/c8ob02229a.
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.
本文报道了一种涉及异氰酸酯、伯胺、两分子甲醛和水的拟五组分反应,当使用三氟乙醇作为溶剂时,该反应生成 N,N'-取代的 4-咪唑烷酮。该反应具有良好的收率和广泛的胺和异氰酸酯适用性,为这些杂环化合物提供了一种有效的新方法。对反应机理的初步研究表明,三氟乙醇虽然作为溶剂,但直接作为反应途径中的试剂参与反应。