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One-Step Synthesis of Pyrido[1,2-α]benzimidazole Derivatives by a Novel Multicomponent Reaction of Chloroacetonitrile, Malononitrile, Aromatic Aldehyde, and Pyridine.

Authors :
Chao Guo Yan
Qi Fang Wang
Xiao Kai Song
Jing Sun
Source :
Journal of Organic Chemistry. 1/16/2009, Vol. 74 Issue 2, p710-718. 9p. 6 Diagrams, 3 Charts.
Publication Year :
2009

Abstract

Polysubstituted pyrido[1,2-α]benzimidazole derivatives are efficiently produced in moderate yields in a novel one-pot, four-component reaction from pyridine or 3-picoline, chloroacetonitrile, malononitrile, and aromatic aldehyde in refluxing acetonitrile. The mechanism of this novel reaction was believed involving the formation of polysubstituted benzenes with subsequent substitution and annulation reaction of pyridine. All pyrido[1,2-α]benzimidazoles, polysubstituted benzenes, polysubstituted indoles, and some key reaction intermediates are characterized by 1H and 13C NMR, MS, IR spectra, and elemental analysis as well as X-ray crystallography. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00223263
Volume :
74
Issue :
2
Database :
Academic Search Index
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
36122382
Full Text :
https://doi.org/10.1021/jo802166t