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Original Article

ECB. 2013; 2(7): 456-460


BEHAVIOUR OF 4-(4-ACETYLAMINOPHENYL)-4-OXO-BUT-2- ENOIC ACID TOWARDS NUCLEOPHILES AND SYNTHESIS OF VARIOUS N-HETEROCYCLES

Maher A. El-Hashash, Sameh. A. Rizk.




Abstract

The present work deals with the reaction of 4-(4-acetylaminophenyl-4-oxobut-2-enoic acid (1) with sulfur reagents, e.g. thiophenol at
different acidity of medium, phenol in the presence of concd. sulfuric acid, and phosphorous pentachloride to afford the corresponding
adducts 2-6. Reaction of the latter compounds with different electrophilic and nucleophilic reagents yields some important heterocyclic
derivatives.

Key words: (E)-4-aryl-4-oxo-2-butenoic acid, thiophenone, furanone, benzofuranone, thiadiazole, pyridazinone, 1,2-oxazolone, benzoxazinone, quinazolinone, pyrrole, pyrazole, 1,2,4-triazine






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