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

Лариса А. Баева, Радик М. Нугуманов, Раил Р. Гатауллин, Ахнэф А. Фатыхов
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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.

 


Keywords


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

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