Synthesis of some pyridine, thiopyrimidine, and isoxazoline derivatives based on the pyrrole moiety

Condensation of 2-acetylpyrrole with 5-methylfuran-2-carboxyaldehyde and 4-chlorobenzaldehyde in 20% NaOH give the corresponding 2-chalconylpyrroles. Some new 2-alkoxy-3-cyano-4,6-diarylpyridines were synthesized by condensation of chalcones with malononitrile, followed by cyclization in sodium alko...

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Bibliographic Details
Published inMonatshefte für Chemie Vol. 140; no. 2; pp. 229 - 233
Main Authors Radwan, Mohamed A. A., Abbas, Eman M. H.
Format Journal Article
LanguageEnglish
Published Vienna Springer Vienna 01.02.2009
Springer Nature
Subjects
Analytical Chemistry
Chemistry
Chemistry and Materials Science
Chemistry, Multidisciplinary
Chemistry/Food Science
Inorganic Chemistry
Organic Chemistry
Original Paper
Physical Chemistry
Physical Sciences
Science & Technology
Theoretical and Computational Chemistry
Pyridines
Thiopyrimidine
Pyrroles
Isoxazoline
ANALOGS
PHARMACOLOGICAL CHARACTERIZATION
CHALCONES
ANTIMYCOBACTERIAL AGENTS
CONDENSATION
DELTA-ISOXAZOLINE DERIVATIVES
ALKALOIDS
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Summary:Condensation of 2-acetylpyrrole with 5-methylfuran-2-carboxyaldehyde and 4-chlorobenzaldehyde in 20% NaOH give the corresponding 2-chalconylpyrroles. Some new 2-alkoxy-3-cyano-4,6-diarylpyridines were synthesized by condensation of chalcones with malononitrile, followed by cyclization in sodium alkoxide. The reactivity of chalcones towards nitrogen nucleophiles such as thiourea and hydroxylamine hydrochloride to provide thiopyrimidine s and isoxazolines was investigated. Graphical Abstract
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-008-0061-y