α-SUBSTITUTED β-MERCAPTO KETONE BASED SYNTHESIS OF 3-ALKYL-3-[(ALKYLSULFANYL)METHYL]-2-METHYL-3<i>H</i>-INDOLES

Authors

  • Лариса А. Баева Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences, 69 Oktyabrya Ave., Ufa 450054, Russia
  • Радик М. Нугуманов Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences, 69 Oktyabrya Ave., Ufa 450054, Russia
  • Раил Р. Гатауллин Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences, 69 Oktyabrya Ave., Ufa 450054, Russia
  • Ахнэф А. Фатыхов Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences, 69 Oktyabrya Ave., Ufa 450054, Russia

DOI:

https://doi.org/10.1007/6103

Keywords:

3H-indole, indolenine, β-mercapto ketone, phenylhydrazine, Fischer reaction.

Abstract

A novel approach to the synthesis of 3-(alkylsulfanylmethyl)-substituted 1H-indoles was developed based on the Fischer indole synthesis involving accessible β-mercapto ketones. Heterocyclization of 3-[(alkylsulfanyl)methyl]alkan-2-ones and phenylhydrazine by the action of ZnCl2 in MeOH or EtOH gave previously unknown 3-alkyl-3-[(alkylsulfanyl)methyl]-2-methyl-3H-indoles.

 

Author Biographies

Лариса А. Баева, Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences, 69 Oktyabrya Ave., Ufa 450054, Russia

лаборатория химической кинетики, ст.н.с., доцент

Радик М. Нугуманов, Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences, 69 Oktyabrya Ave., Ufa 450054, Russia

лаборатория химической кинетики, ст. инж.

Раил Р. Гатауллин, Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences, 69 Oktyabrya Ave., Ufa 450054, Russia

лаборатория фармакофорных циклических систем, в.н.с.

Ахнэф А. Фатыхов, Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences, 69 Oktyabrya Ave., Ufa 450054, Russia

лаборатория физико-химических методов анализа, ст.н.с.

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Published

2021-05-26

Issue

Vol. 57 No. 5 (2021)

Section

Original Papers