Inverse electron demand Diels–Alder reactions with aminomethyl derivatives of 3-arylhydroxycoumarins

• DOI: 10.1007/s10593-016-1907-6
• Publication Date: 2016-08-31T06:04:20Z
• Authors: Galyna P. Mrug; Kostyantyn M. Kon...; Svitlana P. Bonda...; Mykhaylo S. Frasi...
• Keywords: Xanthene; Reactivity

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.