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Abstract <p>A method for the synthesis of 1,1,1-(6-methyl-1-aryl-1,2,3,4-tetrahydropyridine-3,3,5-triyl)triethanones by the reaction of 3-[(propan-2-ylsulfanyl)methyl]pentane-2,4-dione with anilines in the presence of catalytic amounts of acetic acid was developed. It was found that the reactivity of substituted anilines in the studied reaction depends on the nature and position of the substituent, decreasing in the series: 2,4-Me<sub>2</sub>-С<sub>6</sub>H<sub>3</sub>NH<sub>2</sub> &gt; С<sub>6</sub>H<sub>5</sub>NH<sub>2</sub> 4-Me-С<sub>6</sub>H<sub>4</sub>NH<sub>2</sub> 2-Me-С<sub>6</sub>H<sub>4</sub>NH<sub>2</sub> &gt; 3-Me-С<sub>6</sub>H<sub>4</sub>NH<sub>2</sub> 2-MeO-С<sub>6</sub>H<sub>4</sub>NH<sub>2</sub> &gt; 4-MeC(O)-С<sub>6</sub>H<sub>4</sub>NH<sub>2</sub> 4-Br-С<sub>6</sub>H<sub>4</sub>NH<sub>2</sub>.</p>

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Synthesis of Functionalized 1,2,3,4-Tetrahydropyridines by the Reaction of 3-[(Propan-2-ylsulfanyl)methyl]pentane-2,4-dione with Anilines

  • 期刊论文

  • 发表日期：

    2025年8月1日

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  • L. A. Baeva,
  • R. M. Nugumanov,
  • R. R. Gataullin,
  • T. R. Nugumanov

摘要

Abstract

A method for the synthesis of 1,1,1-(6-methyl-1-aryl-1,2,3,4-tetrahydropyridine-3,3,5-triyl)triethanones by the reaction of 3-[(propan-2-ylsulfanyl)methyl]pentane-2,4-dione with anilines in the presence of catalytic amounts of acetic acid was developed. It was found that the reactivity of substituted anilines in the studied reaction depends on the nature and position of the substituent, decreasing in the series: 2,4-Me2-С6H3NH2 > С6H5NH2 4-Me-С6H4NH2 2-Me-С6H4NH2 > 3-Me-С6H4NH2 2-MeO-С6H4NH2 > 4-MeC(O)-С6H4NH2 4-Br-С6H4NH2.