4.5 Article

Synthesis of Chromone-Containing Allylmorpholines through a Morita-Baylis-Hillman-Type Reaction

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2018, Issue 45, Pages 6304-6313

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201801159

Keywords

Chromone; Enamine; Morpholine; Allylamine; Morita-Baylis-Hillman reaction

Funding

  1. Saint-Petersburg State Chemical Pharmaceutical University
  2. FASO
  3. Russian Science Foundation [17-74-10117]
  4. Russian Science Foundation [17-74-10117] Funding Source: Russian Science Foundation

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The first example of an unusual addition of chromone-substituted acrylic acid to enamines is described. The process shows high versatility concerning both enamines and chromones. The reaction is catalyzed by tertiary amines and is highly likely of Morita-Baylis-Hillman-type. The described compounds show combined moderate inhibitory action on BChE and antagonism towards NMDA receptors which makes them a perspective group for the development of anti-Alzheimer drugs.

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