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Abstract <p>1,2-Disubstituted-3-thioindoles were synthesized by the Madelung reaction from the available starting compounds benzyl sulfides. The synthesis under the optimized conditions (0.2 M benzyl sulfide in THF, 2 equiv LDA) gave 1,2-disubstituted-3-thioindoles with electron-donor and electron-acceptor substituents in the 5 and 6 positions, as well as with aromatic and aliphatic substituents on the sulfur atom in high yields (62–93%).</p>

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

  • 期刊论文

  • 发表日期：

    2025年2月1日

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  • G. K. Sterligov,
  • M. A. Rasskazova,
  • M. A. Topchiy,
  • A. F. Asachenko

摘要

Abstract

1,2-Disubstituted-3-thioindoles were synthesized by the Madelung reaction from the available starting compounds benzyl sulfides. The synthesis under the optimized conditions (0.2 M benzyl sulfide in THF, 2 equiv LDA) gave 1,2-disubstituted-3-thioindoles with electron-donor and electron-acceptor substituents in the 5 and 6 positions, as well as with aromatic and aliphatic substituents on the sulfur atom in high yields (62–93%).