Chemistry of the enaminone of 1-acetylnaphthalene under microwave irradiation using chitosan as a green catalyst.
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.
Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt. huwaidahassaneen@hotmail.com
Huwaida M E
HM
Hassaneen
D002384:Catalysis; D048271:Chitosan / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008872:Microwaves; D009281:Naphthalenes / Q000737:chemistry*
D009281:Naphthalenes; D048271:Chitosan; C521160:1-acetonaphthone
Chem Rev. 2004 May;104(5):2433-80
15137796