Scholarlink

Abstract <p>The multicomponent reaction (MCR) of indole with formaldehyde, carbon disulfide, and amines catalyzed with various catalysts was studied as a method for the synthesis of 3-dithiocarbamatomethylindoles. It was shown that zwitterionic catalysts (taurine, <i>N</i>-methylpyridinium iodide) direct the reaction towards dithiocarbamate methylation of indole, whereas basic catalysts (NaOH, Py, TEA) are non-selective and primarily initiate the indole aminomethylation. The synthesized 3-dithiocarbamatomethylindoles were evaluated for antimicrobial activity. It was found that among the synthesized compounds, 1<i>H</i>-indol-3-ylmethyl dimethylcarbamodithioate exhibits the highest antimicrobial activity against phytopathogenic fungi (<i>Bipolaris sorokiniana</i>, <i>Botrytis cinerea</i>, <i>Fusarium oxysporum</i>, <i>Rhizoctonia solani</i>) and bacteria non-pathogenic to humans (gram-positive <i>Bacillus subtilis</i> IB-54 and gram-negative <i>Pseudomonas mandelii</i> IB-K14).</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Multicomponent Reaction of Indole with Formaldehyde, Carbon Disulfide, and Amines

  • 期刊论文

  • 发表日期：

    2025年9月1日

查看全文
  • V. R. Akhmetova,
  • D. V. Leont’ev,
  • V. R. Nigmatullina,
  • E. A. Paramonov,
  • N. F. Galimzyanova,
  • A. S. Ryabova

摘要

Abstract

The multicomponent reaction (MCR) of indole with formaldehyde, carbon disulfide, and amines catalyzed with various catalysts was studied as a method for the synthesis of 3-dithiocarbamatomethylindoles. It was shown that zwitterionic catalysts (taurine, N-methylpyridinium iodide) direct the reaction towards dithiocarbamate methylation of indole, whereas basic catalysts (NaOH, Py, TEA) are non-selective and primarily initiate the indole aminomethylation. The synthesized 3-dithiocarbamatomethylindoles were evaluated for antimicrobial activity. It was found that among the synthesized compounds, 1H-indol-3-ylmethyl dimethylcarbamodithioate exhibits the highest antimicrobial activity against phytopathogenic fungi (Bipolaris sorokiniana, Botrytis cinerea, Fusarium oxysporum, Rhizoctonia solani) and bacteria non-pathogenic to humans (gram-positive Bacillus subtilis IB-54 and gram-negative Pseudomonas mandelii IB-K14).