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Synthesis of condensed analogs of dihydroisoindolinium compounds by the base-catalyzed intramolecular diene cyclization of dialkyl-2-alkenyl-(3-α-naphthylpropargyl) ammonium salts

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Quaternary ammonium salts containing a 3-α-naphthylpropargyl group together with an allyl-type group undergo base-catalyzed intramolecular diene cyclization to give 2,2-dialkylnaphtha[f]-3a,4-dihydroisoindolinium salts. Cleavage of the latter with aqueous alkali gives dialkylaminomethylphenanthrenes.

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Literature Cited

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Authors and Affiliations

  1. Institute of Organic Chemistry, Academy of Sciences of the Armenian SSR, 375094, Erevan

    É. O. Chukhadzhyan, Él. O. Chukhadzhyan, K. G. Shakhatuni & A. T. Babayan

Authors
  1. É. O. Chukhadzhyan
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  2. Él. O. Chukhadzhyan
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  3. K. G. Shakhatuni
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  4. A. T. Babayan
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Additional information

Communication 202 in the series “Researches on Amines and Ammonium Compounds.” For part 201, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 615–619, May, 1989.

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Chukhadzhyan, É.O., Chukhadzhyan, É.O., Shakhatuni, K.G. et al. Synthesis of condensed analogs of dihydroisoindolinium compounds by the base-catalyzed intramolecular diene cyclization of dialkyl-2-alkenyl-(3-α-naphthylpropargyl) ammonium salts. Chem Heterocycl Compd 25, 512–516 (1989). https://doi.org/10.1007/BF00482495

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  • DOI: https://doi.org/10.1007/BF00482495

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