Jump to main content
Jump to site search

Issue 9, 2016
Previous Article Next Article

Metal-free access of bulky N,N′-diarylcarbodiimides and their reduction: bulky N,N′-diarylformamidines

Author affiliations

Abstract

A metal-free synthesis of symmetrical and unsymmetrical bulky N,N′-diaryl carbodiimides from the dehydrosulfurisation of their corresponding N,N′-diarylthiourea with 4-dimethylaminopyridine (DMAP) and iodine under mild reaction conditions with moderate to excellent yields has been established. In the literature, the classical method of dehydrosulfurisation of bulky N,N′-diarylthiourea to N,N′-diarylcarbodiimide has been reported using toxic metal oxide (HgO) and magnesium sulphate (MgSO4) under harsh reaction conditions. Furthermore, easy access to 1,3-disubstituted symmetric and unsymmetrical N,N′-diaryl formamidines involving the reaction of symmetrical and unsymmetrical N,N′-diaryl carbodiimides with sodium borohydride is described. The widely used method for the preparation of bulky N,N′-diaryl formamidines is the treatment of primary amines with triethylorthoformate in the presence of acid under high temperature reaction conditions.

Graphical abstract: Metal-free access of bulky N,N′-diarylcarbodiimides and their reduction: bulky N,N′-diarylformamidines

Back to tab navigation

Supplementary files

Article information


Submitted
21 Mar 2016
Accepted
01 Jul 2016
First published
04 Jul 2016

New J. Chem., 2016,40, 7627-7636
Article type
Paper

Metal-free access of bulky N,N′-diarylcarbodiimides and their reduction: bulky N,N′-diarylformamidines

T. Peddarao, A. Baishya, M. Kr. Barman, A. Kumar and S. Nembenna, New J. Chem., 2016, 40, 7627
DOI: 10.1039/C6NJ00907G

Social activity

Search articles by author

Spotlight

Advertisements