Salts of alkyl-substituted 3,4-dihydroiso-quinolines with 2-acetylcyclopentane-1,3-dione

Abstract

Reactions of alkyl-substituted 3,4-dihydroisoquinolines, with 2-acetylcyclopentane-1,3-dione were used to prepare 3,4-dihydroisoquinolinium 2-acetylcyclopentane-1, 3-dionates, which could not be converted into ABCD-tetracyclic derivatives of the 8-azagonane series (benzo[a]cyclopentano[f]quinolizines). The salts obtained were studied and characterized by physicochemical methods. It was shown by combining the NMR and H/D-isotope exchange methods that for 1-alkyl-3,4-dihydroisoquinolines and their salts in solutions, an imine-enamine (iminium-enaminium), and for the 2-acetylcyclopentane-1,3-dione anion, a keto-enol tautomeric equilibrium takes place.

How to Cite
Mikhal'chuk, A. L.; Gulyakevich, O. V.; Shklyaev, Y. V.;Shklyaev, V. S.; Akhrem, A. A. Chem. Heterocycl. Compd. 1998, 34, 602. [Khim. Geterotsikl. Soedin. 1998, 34, 681.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02290946