Tetrahedron
Tetrahedron
5 years ago

Amberlyst-15 catalyzed Michael addition of β-dicarbonyl compounds to the enones and unexpected ring closure products

Amberlyst-15 catalyzed Michael addition of β-dicarbonyl compounds to the enones and unexpected ring closure products
Conjugate addition reactions of 2,4-pentandione, dibenzoylmethane and ethylacetoacetate to enones have been investigated using Amberlyst-15 or Amberlyst-15-DMAP acetate system as catalysts. When 2,4-pentandione reactions were carried out in the presence of Amberlyst-15, conjugate addition and/or conjugate-addition initiated ring closure products were obtained depending on the reaction conditions. However, unlike 2,4-pentandione, dibenzoylmethane gave only conjugate addition products with Amberlyst-15. When Amberlyst-15-DMAP acetate system was used, always only conjugate addition products were obtained with β-dicarbonyl compounds independent of the reaction conditions.

Publisher URL: www.sciencedirect.com/science

DOI: S0040402017306014

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