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Isoquinoline derivatives

VIII. Synthesis of 2-aralkyl-1,2,3,4-tetrahydroisoquinolines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-4-spirocyclopentane was obtained by condensation of 3,4-dimethoxyphenyl-1-(aminomethyl)cyclopentane with formalin. The corresponding amides, which were reduced to tertiary amines, were synthesized by reaction of the latter with the acid chlorides of substituted benzoic and phenylacetic acids. Substituted dibenzo[a,-g]quinolizines, isoindolo[1,2-a]isoquinolines, and 1-(3,4-dimethoxyphenyl)-1-[(6,7-dimethoxy-1, 2,3,4-tetrahydro-2-isoquinolinyl)methyl]cyclopentane were synthesized, respectively, by condensation of 1-aryl (or aralkyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-4-spirocyclopentanes and their open analog -1-(3,4-dimethoxyphenyl)-1-(3,4-dimethoxyphenylethylaminomethyl)cyclopentane — with formalin.

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Authors and Affiliations

  1. A. L. Mndzhoyan Institute of Precision Organic Chemistry, Academy of Sciences of the Armenian SSR, Erevan

    É. A. Markaryan, Zh. S. Arustamyan & S. S. Vasilyan

Authors
  1. É. A. Markaryan
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  2. Zh. S. Arustamyan
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  3. S. S. Vasilyan
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 679–682, May, 1973.

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Markaryan, É.A., Arustamyan, Z.S. & Vasilyan, S.S. Isoquinoline derivatives. Chem Heterocycl Compd 9, 624–627 (1973). https://doi.org/10.1007/BF00480578

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  • DOI: https://doi.org/10.1007/BF00480578

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