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α-Substituted β-mercapto ketone based synthesis of 3-alkyl-3-[(alkylsulfanyl)methyl]-2-methyl-3H-indoles

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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Correspondence to Larisa А. Baeva.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2021, 57(5), 543–547

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Baeva, L.А., Nugumanov, R.M., Gataullin, R.R. et al. α-Substituted β-mercapto ketone based synthesis of 3-alkyl-3-[(alkylsulfanyl)methyl]-2-methyl-3H-indoles. Chem Heterocycl Comp 57, 543–547 (2021). https://doi.org/10.1007/s10593-021-02940-4

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