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Study of Michael addition on chalcones and or chalcone analogues
Authors:Nabila A. Al-Jaber  Amal S.A. Bougasim  Makarem M.S. Karah
Affiliation:Women Students-Medical Studies and Sciences Sections, Chemistry Department, College of Science, King Saud University, P.O. Box 22452, Riyadh 11495, Saudi Arabia
Abstract:Michael addition reaction of 1,3-diphenyl-propenone 1a, e, and f with o-amino thiophenol in the presence of indium trichloride gave the benzothiazine derivatives 2a–c. Condensation of the compound 1a, e with o-phenylene diamine in triethylamine gave the benzodiazepine derivatives 3a–b. Cyclization of 1d with malononitrile in the presence of NaOR/EtOH gave the compound 4. Addition of thiobarbituric acid in triethylamin to 1a gave 5. Condensation of compound 1c with malononitrile in the presence ammonium acetate gave compound 6. 1,3-diphenyl-propenone 1a used as key starting chalcone to react with different active methylene reagents under phase-transfer catalysis condition gave compound 7–9. The structures of the prepared compounds were mainly confirmed on the basis of spectroscopic methods.
Keywords:Michael addition  Benzothiazine  Benzodiazepine  PTC  Active methylene compounds
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