A cascade formation of N-pyridylacrylamides from pyrido[1,2-a]pyrimidine diones and chromene aldehydes |
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| Affiliation: | Samara State Technical University, 443100 Samara, Russian Federation |
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| Abstract: | Various N-(pyridin-2-yl)acrylamides bearing 4H-chromene fragment were synthesized via the condensation of 4H-chromene-3-carbaldehydes and their fused analogues with 2H-pyrido[1,2-a]pyrimidine-2,4(3H)-diones employing NH4OAc/AcOH system. Possible mechanism of this hetero- domino reaction involves the consecutive Knoevenagel condensation, oxa-6v-electrocyclization, aza-6v-electrocyclic ring-opening, nucleophilic addition, retro-Alder-ene reaction and oxa-6v-electrocyclic ring-disclosure. |
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| Keywords: | chromene-3-carbaldehydes pyrido[1 acrylamides cascade reaction electrocyclization pericyclic reactions |
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