Joshi, B P and Singh, N P and Sharma, A and Sinha, Arun K (2005) Microwave-assisted minutes synthesis of bioactive phenylbutanoids occurring in Zingiber cassumunar. Chemistry of Natural Compounds, 41 (4). pp. 370-373. ISSN 0009-3130

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Microwave-assisted condensation of benzaldehyde (3a,b) with acetone in aqueous sodium hydroxide adsorbed on basic alumina provides phenylbutenone (4a-4b) in 68-71% yield within 4 min, which upon further reduction with sodium borohydride and basic alumina gives phenylbutenol (5a,b) in 91-94% yield within 2 min. Dehydration of 5 with anhydrous copper (H) sulfate gives phenylbutadiene (1a,b), a metabolite of Zingiber cassumunar, within 3 min in 42-48% yield, respectively. All the steps involve environmental friendly solvents and reagents, mild reaction conditions, and overall formation of product 1a,b from 3a,b in 34-38% yield within 9 min under microwave irradiation.

Item Type: Article
Uncontrolled Keywords: Microwave; Phenylbutanoids; Phenylbutadiene; Zingiber cassumunar
Subjects: Natural Product Chemistry
Depositing User: Dr. Aparna Maitra Pati
Date Deposited: 29 Dec 2011 08:58
Last Modified: 29 Dec 2011 08:58

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