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Pyrroloindoles. 15. Synthesis of tryptamine analogs. 6,7-dihydro-3-(2-phthalimidoethyl)-1h,5h-pyrrolo[2,3-f]indole and 3-(2-phthalimidoethyl)-1H,5H-pyrrolo[2,3-f]indole

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Diazotization of 1-acetyl-S-aminoindoline and reaction of the diazonium salt with ethyl α-acetyl-δ-phthalimidovalerate gave the 1-acetyl-5-iruiolhgl hydrazone of ethyl α-keto-δ-phthalimidovalerate. Cyclization of the hydrazone and subsequent hydrolysis, decarboxylation, and dehydrogenation of the pyrroloiruloline gave the corresponding tryptamines.

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References

  1. D. 0. Kadzhrishvili, S. V. Dolidze, Sh. A. Samsoniya, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 3, 346 (1990).

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Authors and Affiliations

  1. I. Dzhavakhishvili State University, 380028, Tbilisi

    D. O. Kadzhrishvili, E. N. Gordeev, Sh. A. Samsoniya & N. N. Suvorov

Authors
  1. D. O. Kadzhrishvili
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  2. E. N. Gordeev
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  3. Sh. A. Samsoniya
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  4. N. N. Suvorov
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 209–212, February, 1994. Original article submitted July 20, 1993.

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Kadzhrishvili, D.O., Gordeev, E.N., Samsoniya, S.A. et al. Pyrroloindoles. 15. Synthesis of tryptamine analogs. 6,7-dihydro-3-(2-phthalimidoethyl)-1h,5h-pyrrolo[2,3-f]indole and 3-(2-phthalimidoethyl)-1H,5H-pyrrolo[2,3-f]indole. Chem Heterocycl Compd 30, 188–191 (1994). https://doi.org/10.1007/BF01165009

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  • DOI: https://doi.org/10.1007/BF01165009

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