The reaction of 1,1-bis(morpholino)ethene with precursors of о-quinone methides derived from Mannich bases of phenols and 2-naphthols provided a series of chromeno[2,3-b]chromenes. The cascade process included a hetero-Diels–Alder reaction between о-quinone methide and ketenaminal, elimination of secondary amine, and [4+2] cycloaddition between о-quinone methide and the chromene intermediate.
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This work received financial support from the Ministry of Education and Science of the Russian Federation (contract 02.a03.21.0008), the Russian Foundation for Basic Research, and the Samara Regional Government within the framework of the scientific project 17-43-630838 r_a.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(12), 1310–1314
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Osyanin, V.A., Osipov, D.V., Demidov, M.R. et al. Synthesis of symmetrical chromeno[2,3-b]chromenes on the basis of о-quinone methides and 1,1-bis(morpholino)ethene. Chem Heterocycl Comp 53, 1310–1314 (2017). https://doi.org/10.1007/s10593-018-2211-4
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DOI: https://doi.org/10.1007/s10593-018-2211-4