在无催化剂条件下直接多组分合成 C3-芳基吡咯

Synthesis Pub Date : 2024-09-04 DOI:10.1055/a-2380-3855
Amol Prakash Pawar, Reena Jangir, Atul Jankiram Dolas, Yadav Kacharu Nagare, Krishnan Rangan, Eldhose Iype, Indresh Kumar
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引用次数: 0

摘要

我们开发出了一种操作简单的无催化剂方案,可直接进行 C3 芳基化/烯基化吡咯的特异性合成。烯胺中间体由丁二醛和伯胺原位生成,在 Paal-Knorr 反应前与活化的羰基发生反应,在直接多组分 "混合 "方案中以良好的产率合成吡咯。在开瓶条件下,避免了保护-保护化学反应,制备出了几种 C3 取代的 N-烷基吡咯。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Direct Multicomponent Synthesis of C3-Arylated Pyrroles under Catalyst-Free Conditions

Direct Multicomponent Synthesis of C3-Arylated Pyrroles under Catalyst-Free Conditions

An operationally simple catalyst-free protocol for the direct regiospecific synthesis of C3-arylated/alkenylated pyrroles has been developed. The enamine-intermediate, in situ generated from succinaldehyde and a primary amine, was trapped with activated carbonyls before the Paal–Knorr reaction in a direct multicomponent ‘just-mix’ protocol to furnish pyrroles in good yields. Several C3-substituted N-alkylpyrroles have been prepared under open-flask conditions, avoiding protection-deprotection chemistry.

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