1,4-ARYLATION OF BETA-AROYLACRYLIC ACIDS WITH THIOPHENE AND UTILIZATION OF THE PRODUCTS IN SYNTHESIS OF SOME HETEROCYCLES

Authors
AMINE MS ELHASHASH MA SOLIMAN FMA SOLIMAN AS
Citation
Ms. Amine et al., 1,4-ARYLATION OF BETA-AROYLACRYLIC ACIDS WITH THIOPHENE AND UTILIZATION OF THE PRODUCTS IN SYNTHESIS OF SOME HETEROCYCLES, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 35(10), 1996, pp. 1097-1100
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry → ACNP
ISSN journal
03764699
Volume
35
Issue
10
Year of publication
1996
Pages
1097 - 1100
Database
ISI
SICI code
0376-4699(1996)35:10<1097:1OBAWT>2.0.ZU;2-5
Abstract
beta-Aroylacrylic acids react with thiophene in boiling benzene to giv e alpha-(2-thienyl)-beta-aroylpropionic acids (1a-c). The reactions of 1c with hydrazine hydrate, hydroxylamine hydrochloride, semicarbazide hydrochloride, aromatic aldehydes, and acetic anhydride yield pyridaz inone 2, oxazinone 3, semicarbazone 4, arylidene propionic acids (5a-c ) and furanones (6a-c), respectively. The reactions of compound 6c wit h some nitrogen nucleophiles and aromatic hydrocarbons under Friedel C rafts' conditions have also been discussed.