2-Butyl-5-chloro-3H-imidazole-4-carbaldehyde as a new synthon for the synthesis of fused ring heterocycles via intramolecular 1,3-dipolar cycloaddition reactions

S. L. Gaonkar, K. M. Lokanatha Rai

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

(Chemical Equation Presented) The title compound 2-butyl-5-chloro-3H- imidazole-4-carbaldehyde was transformed into tricyclic heterocycles by substituting the chlorine atom by an unsaturated thiolate or alkoxide and then converting aldehyde function into 1,3-dipole. Chloramine-T was used as an efficient reagent for the generation of 1,3-dipoles, which resulted the formation of fused ring heterocycles via intramolecular 1,3-dipolar cycloaddition reaction. The method is very useful for the construction of many biologically active fused heterocycles.

Original languageEnglish
Pages (from-to)543-546
Number of pages4
JournalJournal of Heterocyclic Chemistry
Volume47
Issue number3
DOIs
Publication statusPublished - 05-2010

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Cycloaddition
Chlorine
Aldehydes
Atoms
imidazole
chloramine-T

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

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abstract = "(Chemical Equation Presented) The title compound 2-butyl-5-chloro-3H- imidazole-4-carbaldehyde was transformed into tricyclic heterocycles by substituting the chlorine atom by an unsaturated thiolate or alkoxide and then converting aldehyde function into 1,3-dipole. Chloramine-T was used as an efficient reagent for the generation of 1,3-dipoles, which resulted the formation of fused ring heterocycles via intramolecular 1,3-dipolar cycloaddition reaction. The method is very useful for the construction of many biologically active fused heterocycles.",
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T1 - 2-Butyl-5-chloro-3H-imidazole-4-carbaldehyde as a new synthon for the synthesis of fused ring heterocycles via intramolecular 1,3-dipolar cycloaddition reactions

AU - Gaonkar, S. L.

AU - Lokanatha Rai, K. M.

PY - 2010/5

Y1 - 2010/5

N2 - (Chemical Equation Presented) The title compound 2-butyl-5-chloro-3H- imidazole-4-carbaldehyde was transformed into tricyclic heterocycles by substituting the chlorine atom by an unsaturated thiolate or alkoxide and then converting aldehyde function into 1,3-dipole. Chloramine-T was used as an efficient reagent for the generation of 1,3-dipoles, which resulted the formation of fused ring heterocycles via intramolecular 1,3-dipolar cycloaddition reaction. The method is very useful for the construction of many biologically active fused heterocycles.

AB - (Chemical Equation Presented) The title compound 2-butyl-5-chloro-3H- imidazole-4-carbaldehyde was transformed into tricyclic heterocycles by substituting the chlorine atom by an unsaturated thiolate or alkoxide and then converting aldehyde function into 1,3-dipole. Chloramine-T was used as an efficient reagent for the generation of 1,3-dipoles, which resulted the formation of fused ring heterocycles via intramolecular 1,3-dipolar cycloaddition reaction. The method is very useful for the construction of many biologically active fused heterocycles.

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DO - 10.1002/jhet.250

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