Synthesis of symmetrical chromeno[2,3-b]chromenes on the basis of о-quinone methides and 1,1-bis(morpholino)ethene

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 o...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2017-12, Vol.53 (12), p.1310-1314
Main Authors: Osyanin, Vitaly A., Osipov, Dmitry V., Demidov, Maxim R., Krasnikov, Pavel E., Klimochkin, Yuri N.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Cycloaddition
Ethene
Organic Chemistry
Pharmacy
Phenols
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Summary: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.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-018-2211-4