Scholarlink

Abstract <p>A new efficient catalyst has been proposed for the Meinwald rearrangement of terminal epoxides with the formation of 1,3-dioxolane derivatives. Terminal epoxides have been converted in high yields into acetonyl derivatives in the presence of a catalytic amount of tetraethylammonium iodide. Anomalous condensation of 4-(3,6-dichloro-9<i>H</i>-carbazol-9-yl)-3-hydroxybutanenitrile with aldehydes and ketones in alkaline medium has been revealed. This condensation is accompanied by elimination of water and yields exclusively products with a <i>Z</i>-butadiene fragment.</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

Functionalization of Terminal Epoxides. Tetraethylammonium Iodide-Catalyzed Meinwald Rearrangement and Synthesis of 1,3-Dioxolane

  • 期刊论文

  • 发表日期：

    2025年10月1日

查看全文
  • A. O. Kharaneko,
  • O. I. Kharaneko

摘要

Abstract

A new efficient catalyst has been proposed for the Meinwald rearrangement of terminal epoxides with the formation of 1,3-dioxolane derivatives. Terminal epoxides have been converted in high yields into acetonyl derivatives in the presence of a catalytic amount of tetraethylammonium iodide. Anomalous condensation of 4-(3,6-dichloro-9H-carbazol-9-yl)-3-hydroxybutanenitrile with aldehydes and ketones in alkaline medium has been revealed. This condensation is accompanied by elimination of water and yields exclusively products with a Z-butadiene fragment.