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A study of the Michael reaction of 2' hydroxychalcones and a facile formation of 4H-pyran derivatives

From National Research Council Canada

DOIResolve DOI: https://doi.org/10.3987/R-1983-12-2369
AuthorSearch for: ; Search for: 1; Search for: 2
Affiliation
  1. National Research Council of Canada. NRC Steacie Institute for Molecular Sciences
  2. National Research Council of Canada. NRC Institute for Microstructural Sciences
FormatText, Article
Abstract
2’-Pydroxychalcones (8a) and (8b) when subjected to the Michael reaction with acetyl acetone in the presence of ethanolic piperidine gave the 4H-pyran derivatives (9a) and (9b) besides the cyclohexenone derivatives (10a & 11a) and (10b & 11b) respectively. However, 8c yielded under the same conditions only the 4H-pyran derivative (9c) together with some 5,7-dimethoxyflavanone (12c). Thus 4H-pyrans have, for the first time, been characterised during Michael condensation of chalcones having no electron withdrawing group in the α-position. Ethyl acetoacetate gives only cyclohexenone derivatives.
Publication date
In
  • Heterocycles 20, no. 12 (1983): 2369–2378.
LanguageEnglish
Peer reviewedYes
NPARC number12338452
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Record identifiera4a8ec8a-3c0b-493e-807d-731fe4d53bf4
Record created2009-09-10
Record modified2023-04-28
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