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RAS Chemistry & Material ScienceЖурнал органической химии Russian Journal of Organic Chemistry

  • ISSN (Print) 0514-7492
  • ISSN (Online) 3034-6304

Synthesis of 1,2-Disubstituted-3-thioindoles by the Madelung Reaction

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PII
S30346304S0514749225020018-1
DOI
10.7868/S3034630425020018
Publication type
Article
Status
Published
Authors
G. K. Sterligov
  • Affiliation: Topchiev Institiute of Petrochemical Synthesis, Russian Academy of Sciences
M. A. Rasskazova
  • Affiliation: Topchiev Institiute of Petrochemical Synthesis, Russian Academy of Sciences
M. A. Topchiy
  • Affiliation: Topchiev Institiute of Petrochemical Synthesis, Russian Academy of Sciences
A. F. Asachenko
  • Affiliation: Topchiev Institiute of Petrochemical Synthesis, Russian Academy of Sciences
Volume/ Edition
Volume 61 / Issue number 2
Pages
125-132
Abstract
The synthesis of 1,2-disubstituted-3-thioindoles was performed by the Madelung reaction from available starting compounds - benzylsulfides. Under the found conditions [0.2 M benzylsulfide solution in THF, 2 eq LDA], 1,2-disubstituted-3-thioindoles with electron-donor and electron-acceptor substituents at the 5 and 6 positions, as well as with aromatic and aliphatic substituents at the sulfur were obtained. The products were obtained in high yields (from 62 to 93%).
Keywords
реакция Маделунга внутримолекулярная циклизация 3-тиоиндолы бензилсульфиды
Date of publication
07.03.2025
Year of publication
2025
Number of purchasers
0
Views
23

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