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Substituted indolizines and indenoindolizines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Indolizines, indeno[1,2-g]indolizine, and indeno[1,2-e]indolizine containing benzoyl and carbomethoxy groups in the five-membered ring were obtained, respectively, by condensation of ring-substituted N-phenacylpyridinium bromide and the analogous 3-methyl-2-azafluorenium bromide quaternary salts, as well as 4-azafluorenium bromide, with dimethyl acetylenedicarboxylate in the presence of triethylamine. A substituted indeno[2,3-f]indolizine was obtained from the analogous quaternary 9-oxo-3-methyl-2-azafluorenium quaternary salt by the Chichibabin method. 9-Oxo-3-methyl-2-azafluorenium dibenzoylmethylid and 5-oxo-2-phenyl-3-benzoylindeno[2,3-f]indolizine were also synthesized. Deuterium exchange in 9-oxo-3-methyl-2-phenacyl-2-azafluorenium bromide was studied by means of PMR spectroscopy, and information regarding the protonation of the substituted indeno[2,3-f]indolizines was obtained.

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Authors and Affiliations

  1. Patrice Lumumba International-Friendship University, 117923, Moscow

    N. S. Prostakov, L. A. Gaivoronskaya, Rogiros Anastasi, Kamara Maiha Sarata Mohomon & A. A. Savina

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  1. N. S. Prostakov
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  2. L. A. Gaivoronskaya
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  3. Rogiros Anastasi
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  4. Kamara Maiha Sarata Mohomon
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  5. A. A. Savina
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 794–798, June, 1979.

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Prostakov, N.S., Gaivoronskaya, L.A., Anastasi, R. et al. Substituted indolizines and indenoindolizines. Chem Heterocycl Compd 15, 647–651 (1979). https://doi.org/10.1007/BF00539501

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  • DOI: https://doi.org/10.1007/BF00539501

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