Issue 17, 2011
From the journal:

Chemical Communications

A practical two-step synthesis of imidazo[1,2-a]pyridines from N-(prop-2-yn-1-yl)pyridin-2-amines†

David Sucunza,a   Abdelouahid Samadi,a   Mourad Chioua,a   Daniel B. Silva,ab   Cristina Yunta,c   Lourdes Infantes,c   M. Carmo Carreiras,b   Elena Sorianoa  and  José Marco-Contelles*a  

* Corresponding authors

a Laboratorio de Radicales Libres y Química Computacional, IQOG (CSIC), Juan de la Cierva, 3, 28006-Madrid, Spain
E-mail: iqoc21@iqog.csic.es
Fax: +34 9156 44853
Tel: +34 9156 22900

b iMed.UL, Research Institute for Medicines and Pharmaceutical Sciences, Faculty of Pharmacy, University of Lisbon, Av. Forças Armadas, 1600-083 Lisbon, Portugal

c Instituto de Química-Física “Rocasolano”, Serrano, 119, 28006-Madrid, Spain

Abstract

The Sandmeyer reaction of differently C-2 substituted N-(prop-2-yn-1-ylamino)pyridines is an efficient, mild, new and practical method for the stereospecific synthesis of (E)-exo-halomethylene bicyclic pyridones bearing the imidazo[1,2-a]pyridine heterocyclic ring system.

Graphical abstract: A practical two-step synthesis of imidazo[1,2-a]pyridines from N-(prop-2-yn-1-yl)pyridin-2-amines

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Article information

DOI
https://doi.org/10.1039/C1CC10641D
Article type
Communication
Submitted
01 Feb 2011
Accepted
01 Mar 2011
First published
22 Mar 2011

Chem. Commun., 2011,47, 5043-5045

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A practical two-step synthesis of imidazo[1,2-a]pyridines from N-(prop-2-yn-1-yl)pyridin-2-amines

D. Sucunza, A. Samadi, M. Chioua, D. B. Silva, C. Yunta, L. Infantes, M. Carmo Carreiras, E. Soriano and J. Marco-Contelles, Chem. Commun., 2011, 47, 5043 DOI: 10.1039/C1CC10641D

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