Utility of 2-cyano-3-phenyl-2-propenoyl chloride as Michael’s acceptor in heterocyclic synthesis with mono- and bi-dentate nucleophiles | European Journal of Chemistry

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Published: Jun 30, 2011

DOI: https://doi.org/10.5155/eurjchem.2.2.200-205.365

Keywords:

Mono- and bi-dentate nucleophiles, 2-propenoyl chloride, Benzoxazinone, Quinazolinone, Oxadiazole, Benzoxazole

Section

Research Article

Issue

Vol. 2 No. 2 (2011): June 2011

Dates

Received 2010-12-07
Accepted 2011-04-05
Published 2011-06-30

Sayed Ahmed Shiba

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Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya, 11566, Cairo, Egypt

Hassan Mohamed Fawzy Madkour

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Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya, 11566, Cairo, Egypt

Ashraf Ahmed Hamed

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Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya, 11566, Cairo, Egypt

Hatem Mohamed Sayed

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Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya, 11566, Cairo, Egypt

Maher Abd El-aziz El-Hashash

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Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya, 11566, Cairo, Egypt

Abstract

(E) 2-Cyano-3-phenyl-2-propenoyl chloride reacts with nitrogen, oxygen and sulphur mono- and bi-dentate nucleophilic reagents to give the amide derivatives, the ester derivatives, as well as some heterocyclic systems, namely quinazolinone, pyridopyrimidine and benzothiazepine. Cyclization of some obtained amides affords the benzoxazinones, quinazolinone, whereas that of other amides yields oxadiazole and benzoxazole, respectively.

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Shiba, S. A.; Madkour, H. M. F.; Hamed, A. A.; Sayed, H. M.; El-Hashash, M. A. E.- aziz. Utility of 2-Cyano-3-Phenyl-2-Propenoyl Chloride As Michael’s Acceptor in Heterocyclic Synthesis With Mono- and Bi-Dentate Nucleophiles. Eur. J. Chem. 2011, 2, 200-205.

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Supporting Agencies

Ain Shams University, Cairo, Egypt.

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