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

A novel approach to the synthesis of 3-(alkylsulfanylmethyl)-substituted 1 H -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 ZnCl 2 in MeOH or EtOH ga...

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Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2021-05, Vol.57 (5), p.543-547
Main Authors: Baeva, Larisa А., Nugumanov, Radik M., Gataullin, Rail R., Fatykhov, Akhnef А.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Indoles
Ketones
Organic Chemistry
Pharmacy
Substitutes
Synthesis
Zinc chloride
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container_end_page 547
container_issue 5
container_start_page 543
container_title Chemistry of heterocyclic compounds (New York, N.Y. 1965)
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creator Baeva, Larisa А.
Nugumanov, Radik M.
Gataullin, Rail R.
Fatykhov, Akhnef А.
description A novel approach to the synthesis of 3-(alkylsulfanylmethyl)-substituted 1 H -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 ZnCl 2 in MeOH or EtOH gave previously unknown 3-alkyl-3-[(alkylsulfanyl)methyl]-2-methyl-3 H -indoles.
doi_str_mv 10.1007/s10593-021-02940-4
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subjects Chemistry
Chemistry and Materials Science
Indoles
Ketones
Organic Chemistry
Pharmacy
Substitutes
Synthesis
Zinc chloride
title α-Substituted β-mercapto ketone based synthesis of 3-alkyl-3-[(alkylsulfanyl)methyl]-2-methyl-3H-indoles
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