Reaction of 2-chloroacetyl-1,3-cyclohexanediones with cyclic Schiffs bases. A new approach to 8-aza-D-homogone-1,3,5(10),9(11),13-pentaene-12,17a-dione

Authors

  • О. В. Гулякевич Institute of Bioorganic Chemistry, Academy of Sciences of Belarus, 220141 Minsk
  • А. Л. Михaльчyк Institute of Bioorganic Chemistry, Academy of Sciences of Belarus, 220141 Minsk
  • А. А. Аxрем Institute of Bioorganic Chemistry, Academy of Sciences of Belarus, 220141 Minsk

Abstract

We have studied the reaction of 3,4-dihydroisoquinolines and their hydrochlorides with 2-chloroacetyl-1,3-cyclohexanediones. We have shown that the reaction in alcoholic solutions of HCl leads to annelation of the cyclic Schiff's bases by β-triketones with formation of ABCD-tetracyclic 8-aza-D-homogonanium chlorides, treatment of which with bases gives 9,11-dehydro derivatives of 8-aza-D-homogona-1,3,5(10),13-tetraene-12,17a-diones.

How to Cite
Gulyakevich, O. V.; Mikhal'chuk, A. L.; Akrem, A. A. Chem. Heterocycl. Compd. 1993, 29, 1172. [Khim. Geterotsikl. Soedin. 1993, 1368.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF00538064

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Published

1993-10-25

Issue

No. 10 (1993)

Section

Original Papers