

Utility of 2-cyano-3-phenyl-2-propenoyl chloride as Michael’s acceptor in heterocyclic synthesis with mono- and bi-dentate nucleophiles
Sayed Ahmed Shiba (1)





(1) Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya, 11566, Cairo, Egypt
(2) Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya, 11566, Cairo, Egypt
(3) Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya, 11566, Cairo, Egypt
(4) Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya, 11566, Cairo, Egypt
(5) Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya, 11566, Cairo, Egypt
(*) Corresponding Author
Received: 07 Dec 2010 | Revised: 06 May 2011 | Accepted: 05 Apr 2011 | Published: 30 Jun 2011 | Issue Date: June 2011
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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DOI: 10.5155/eurjchem.2.2.200-205.365
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Ain Shams University, Cairo, Egypt.
Citations
[1]. Eman A. E. El-Helw, Marwa M. Gado, Ahmed K. El-Ziaty
Synthesis and anti-rotavirus activity of some nitrogen heterocycles integrated with pyrazole scaffold
Journal of the Iranian Chemical Society 17(6), 1479, 2020
DOI: 10.1007/s13738-020-01873-7

[2]. Hanan A. Sallam, Amna S. Elgubbi, Eman A. E. El-Helw
Synthesis and antioxidant screening of new 2-cyano-3-(1,3-diphenyl-1H-pyrazol-4-yl)acryloyl amide derivatives and some pyrazole-based heterocycles
Synthetic Communications 50(13), 2066, 2020
DOI: 10.1080/00397911.2020.1765258

[3]. Roshna V. Nair, Gangadhar J. Sanjayan
(Thio)urea-mediated benzoxazinone opening: mild approach towards synthesis of o-(substituted amido)benzamides
RSC Advances 4(14), 7058, 2014
DOI: 10.1039/c3ra45903a

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