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A Novel Heterocyclic System Based on Natural Epoxyalantolactone

Natural sesquiterpene lactones which contain an exocyclic methylene group in the β-position of the lactone ring react readily with N-nucleophiles. When studying the reaction of the natural epoxyalantolactone with the primary amines we demonstrate the formation of a new heterocyclic system—the hydrog...

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Detalles Bibliográficos
Autores principales: Klochkov, Sergey G., Pukhov, Sergey A., Afanasieva, Svetlana V., Neganova, Margarita E., Ananiev, Ivan V., Avila-Rodriguez, Marco, Tarasov, Vadim V., Aliev, Gjumrakch
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6779722/
https://www.ncbi.nlm.nih.gov/pubmed/31632949
http://dx.doi.org/10.3389/fchem.2019.00655
Descripción
Sumario:Natural sesquiterpene lactones which contain an exocyclic methylene group in the β-position of the lactone ring react readily with N-nucleophiles. When studying the reaction of the natural epoxyalantolactone with the primary amines we demonstrate the formation of a new heterocyclic system—the hydrogenated benzo[g]furo[4,3,2-cd]indol-3(1H)-one. Spectral data on the characteristics of the synthesized compounds are presented. The data on the reaction mechanisms and its applicability for the preparation are discussed.