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INVERSE ELECTRON DEMAND DIELS–ALDER REACTIONS WITH AMINOMETHYL DERIVATIVES OF 3-ARYLHYDROXYCOUMARINS

Галина П. Мруг, Константин М. Кондратюк, Светлана П. Бондаренко, Михаил С. Фрасинюк
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Abstract


The reactivity of Mannich bases derived from 6- and 7-hydroxycoumarins was studied in inverse electron demand Diels–Alder reactions with enamines. The reactions were shown to proceed by a cycloaddition mechanism followed by transformation of hemiaminals and resulted in the formation of heterocyclic pyrano[2,3-a]xanthene, pyrano[2,3-b]xanthene, and pyrano[3,2-b]xanthene.

Authors: Galyna P. Mrug, Kostyantyn M. Kondratyuk,
Svitlana P. Bondarenko, Mykhaylo S. Frasinyuk*


Keywords


coumarin; enamine; Mannich base; o-quinone methid; Diels–Alder reaction

Full Text: PDF (Russian) Supplementary File(s): Supporting information (18MB)


 

 

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