Novel domino procedures for the synthesis of chromene derivatives and their isomerization

Novel tricyclic keto diesters have been synthesized by a one-pot three-component procedure via DABCO-catalyzed domino Knoevenagel–Michael addition reactions. Also, an efficient four-component reaction for the synthesis of another new group of tricyclic keto diesters has been developed via domino Kno...

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Veröffentlicht in:	Molecular diversity 2016-08, Vol.20 (3), p.627-638
Hauptverfasser:	Zonouzi, Afsaneh, Izakian, Zakieh, Ng, Seik Weng
Format:	Artikel
Sprache:	eng
Schlagworte:	Benzopyrans - chemical synthesis Benzopyrans - chemistry Biochemistry Biomedical and Life Sciences Catalysis Chemical compounds Chemical reactions Chemical synthesis Cyclization Cycloaddition Reaction Heterocyclic Compounds - chemical synthesis Heterocyclic Compounds - chemistry Life Sciences Molecular Structure Organic Chemistry Original Article Pharmacy Polymer Sciences Stereoisomerism
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Zusammenfassung:	Novel tricyclic keto diesters have been synthesized by a one-pot three-component procedure via DABCO-catalyzed domino Knoevenagel–Michael addition reactions. Also, an efficient four-component reaction for the synthesis of another new group of tricyclic keto diesters has been developed via domino Knoevenagel-intramolecular oxo-Diels–Alder reactions. A selective thermal isomerization of the synthesized chromenes to fumarates is also described. X-ray analyses confirm unambiguously the structures of the products. Graphical Abstract
ISSN:	1381-1991 1573-501X
DOI:	10.1007/s11030-016-9664-0