Issue 46, 2018

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

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
10 Sep 2018
Accepted
12 Nov 2018
First published
12 Nov 2018

Org. Biomol. Chem., 2018,16, 8944-8949

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

C. I. Attorresi, E. L. Bonifazi, J. A. Ramírez and G. F. Gola, Org. Biomol. Chem., 2018, 16, 8944 DOI: 10.1039/C8OB02229A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements