Synthesis and functionalization of 6,7-dihydro-5H-pyrrolo[1,2-c]imidazole

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications Pub Date : 2023-01-01 DOI:10.1080/00397911.2023.2188221

Viacheslav Lysenko , Anton Portiankin , Tetiana Shvydenko , Kostiantyn Shvydenko , Svitlana Shishkina , Aleksandr Kostyuk

引用次数: 0

Abstract

Starting from readily available aminocarbonyl compounds Marckwald reaction was used for the preparation of 6,7-dihydro-5H-pyrrolo[1,2-c]imidazoles. The two-step procedure afforded the product in high yield and can be used for preparation of bulk quantities. Their further reactions with various electrophiles were studied giving previously unknown functionalized derivatives. The reaction with silylformamidine that exists in an equilibrium with its carbenic form afforded C-silyl derivative. Various halogen derivatives were prepared and used as starting materials. • Commercially available starting materials

• High yield methods

• Can be used for bulk synthesis of unsubstituted imidazoles

• Polyfunctional core

• 22 examples

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6,7-二氢- 5h -吡咯[1,2-c]咪唑的合成与功能化

摘要从易得的氨基羰基化合物出发，利用Marckwald反应制备了6,7-二氢-5H-吡咯并[1，2-c]咪唑。两步程序以高产率提供了产物，并且可以用于大量的制备。研究了它们与各种亲电试剂的进一步反应，得到了以前未知的官能化衍生物。与甲硅烷基甲脒的反应以其产碳形式平衡存在，得到C-硅烷基衍生物。制备了各种卤素衍生物并将其用作起始材料。 • 商用起始材料 • 高产率方法 • 可用于未取代咪唑的本体合成 • 多功能核心 • 22个例子图形摘要

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Synthetic Communications 化学-有机化学

CiteScore

4.40

自引率

4.80%

发文量

156

审稿时长

4.3 months

期刊介绍： Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.