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Molecules 2011, 16(1), 609-623; doi:10.3390/molecules16010609
Article

Chemistry of the Enaminone of 1-Acetylnaphthalene under Microwave Irradiation Using Chitosan as a Green Catalyst

Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt
Received: 9 November 2010 / Revised: 4 January 2011 / Accepted: 6 January 2011 / Published: 17 January 2011
(This article belongs to the Special Issue Advances in Heterocyclic Chemistry)
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Abstract

Enaminone 1 was reacted with hydrazonoyl halides 2a-d to yield 3,4-disubstituted pyrazoles 6a-d. Coupling with arenediazonium chlorides afforded the 2-(arylhydrazono)-3-(1-naphthalenyl)-3-oxopropionaldehydes 13a-c. Compounds 13 could be utilized for the synthesis of a variety of arylpyrazoles, arylazolopyrimidines, and pyridazinones via reaction with hydrazines, aminoazoles, and active methylene derivatives, respectively. A comparative study of aforementioned reactions was carried out with chitosan as a basic ecofriendly catalyst under conventional heating as well as under pressurized microwave irradiation conditions.
Keywords: chitosan; 1-acetylnaphthalene; microwave irradiation; enaminone; hydrazonoyl halides chitosan; 1-acetylnaphthalene; microwave irradiation; enaminone; hydrazonoyl halides
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Hassaneen, H.M.E. Chemistry of the Enaminone of 1-Acetylnaphthalene under Microwave Irradiation Using Chitosan as a Green Catalyst. Molecules 2011, 16, 609-623.

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