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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

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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Authors and Affiliations

  1. Institute of Bioorganic Chemistry, Academy of Sciences of Belarus, 220141, Minsk

    O. V. Gulyakevich, A. L. Mikhal'chuk & A. A. Akrem

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  1. O. V. Gulyakevich
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  2. A. L. Mikhal'chuk
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  3. A. A. Akrem
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1368–1373, October, 1993.

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Gulyakevich, O.V., Mikhal'chuk, A.L. & Akrem, A.A. 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. Chem Heterocycl Compd 29, 1172–1177 (1993). https://doi.org/10.1007/BF00538064

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