AUTHOR=Klochkov Sergey G. , Pukhov Sergey A. , Afanasieva Svetlana V. , Neganova Margarita E. , Ananiev Ivan V. , Avila-Rodriguez Marco , Tarasov Vadim V. , Aliev Gjumrakch TITLE=A Novel Heterocyclic System Based on Natural Epoxyalantolactone JOURNAL=Frontiers in Chemistry VOLUME=7 YEAR=2019 URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2019.00655 DOI=10.3389/fchem.2019.00655 ISSN=2296-2646 ABSTRACT=
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.