Issue 27, 2013
From the journal:

RSC Advances

One-pot preparation of isocyanides from amines and their multicomponent reactions: crucial role of dehydrating agent and base†

Sankar K. Guchhait,*a   Garima Priyadarshani,a   Vikas Chaudhary,a   Darshan R. Seladiya,a   Tapan M. Shaha  and  Nikita P. Bhogaytaa  

* Corresponding authors

a Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, S. A. S. Nagar, Sector-67, Mohali, Punjab, 160062, India
E-mail: skguchhait@niper.ac.in
Fax: (+)91 172 2214692

Abstract

A novel one-pot practical approach for the preparation of isocyanide directly from amine and its reaction has been developed. It employs formylation of amine, dehydration of formamide to isocyanide, and its multicomponent reactions (Ugi, Passerini, and Groebke–Blackburn–Bienaymé reactions). This method provides a significant solution to known synthetic difficulties of isocyanides. In this approach, the nature and stoichiometric quantities of dehydrating agent and base, and the catalysis-function of by-products were found to play crucial roles.

Graphical abstract: One-pot preparation of isocyanides from amines and their multicomponent reactions: crucial role of dehydrating agent and base

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Article information

DOI
https://doi.org/10.1039/C3RA40347E
Article type
Paper
Submitted
23 Jan 2013
Accepted
12 Apr 2013
First published
12 Apr 2013

RSC Adv., 2013,3, 10867-10874

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One-pot preparation of isocyanides from amines and their multicomponent reactions: crucial role of dehydrating agent and base

S. K. Guchhait, G. Priyadarshani, V. Chaudhary, D. R. Seladiya, T. M. Shah and N. P. Bhogayta, RSC Adv., 2013, 3, 10867 DOI: 10.1039/C3RA40347E

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