Issue 11, 2011
From the journal:

Organic & Biomolecular Chemistry

New multicomponent cyclization: domino synthesis of pentasubstituted pyridines under solvent-free conditions†

Bo Jiang,a   Xiang Wang,a   Feng Shi,a   Shu-Jiang Tu*a  and  Guigen Li*b  

* Corresponding authors

a School of Chemistry and Chemical Engineering, Xuzhou Normal University, Xuzhou 221116, Jiangsu, P. R. China
E-mail: laotu@xznu.edu.cn
Fax: +86-516-83500065

b Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA
E-mail: guigen.li@ttu.edu
Fax: +1 806-742-3015

Abstract

An efficient methodology for the synthesis of highly functionalized pyridine derivatives starting from readily available common reactants has been developed under microwave irradiation and solvent-free conditions. The new domino reaction enables successful assembly of five new σ bonds including two C–N bonds in a one-pot operation. A new mechanism has been proposed, which involves a novel reaction and sequence consisting of deprotonation–imine formation–anionic carbonyl addition.

Graphical abstract: New multicomponent cyclization: domino synthesis of pentasubstituted pyridines under solvent-free conditions

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Article information

DOI
https://doi.org/10.1039/C0OB01258K
Article type
Communication
Submitted
28 Dec 2010
Accepted
05 Apr 2011
First published
06 Apr 2011

Org. Biomol. Chem., 2011,9, 4025-4028

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New multicomponent cyclization: domino synthesis of pentasubstituted pyridines under solvent-free conditions

B. Jiang, X. Wang, F. Shi, S. Tu and G. Li, Org. Biomol. Chem., 2011, 9, 4025 DOI: 10.1039/C0OB01258K

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