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

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 (CC BY 3.0).

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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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