European Journal of Chemistry

Synthesis and characterization of new chromeno[2,3-b]pyridines via the Friedländer reactions of 8-allyl-2-amino-4-oxo-4H-chromene-3-carboxaldehyde

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Published: Jun 15, 2010
DOI: https://doi.org/10.5155/eurjchem.1.2.124-128.75
Keywords:
DBU, Friedländer, Chromeno[2, 3-b]pyridine, Heteroannulated chromone
Section
Research Article
Issue
Vol. 1 No. 2 (2010): June 2010
Dates
Received 2010-04-25
Accepted 2010-05-07
Published 2010-06-15


Main Article Content

Magdy Ahmed Mohamed Ibrahim
Department of Chemistry, Faculty of Education, Ain Shams University, Roxy 11711, Cairo, Egypt

Abstract

New series of chromeno[2,3-b]pyridines, 2-8, have been obtained from 1,8-diazabicyclo [5.4.0]undec-7-ene catalyzed Friedländer reaction of 8-allyl-2-aminochromone-3-carboxaldehyde (1) with some carbonyl compounds containing a reactive α-methyl or methylene group namely 2-acetylthiophene, 3-acetylpyridine, 4-chloroacetophenone, 4,6-diacetylresorcinol, acetylacetone, dibenzoyl methane and acetoacetanilide. Heteroannulated chromones, 13-16, were prepared from Friedländer reaction of 1 with some cyclic α-methylene ketones namely 2-phenyliminothiazolidin-4-one, pyrazoline-3,5-dione, 5,5-dimethylcyclohexane-1,3-dione and thiobarbituric acid. Structures of the newly synthesized compounds have been established from elemental analysis and spectroscopic data.

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How to Cite
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Ibrahim, M. A. M. Synthesis and Characterization of New chromeno[2,3-b]pyridines via the Friedländer Reactions of 8-Allyl-2-Amino-4-Oxo-4H-Chromene-3-Carboxaldehyde. Eur. J. Chem. 2010, 1, 124-128.

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Magdy Ahmed Mohamed Ibrahim, Department of Chemistry, Faculty of Education, Ain Shams University, Roxy 11711, Cairo, Egypt

Department of chemistry, Faculty of Education, Ain Shams University
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