Accelerating Effect of DMAP on CuI Catalyzed Buchwald‐Hartwig C‐N Coupling: Mechanistic Insight to the Reaction Pathway,ChemistrySelect

当前位置： X-MOL 学术 › ChemistrySelect › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Accelerating Effect of DMAP on CuI Catalyzed Buchwald‐Hartwig C‐N Coupling: Mechanistic Insight to the Reaction Pathway
ChemistrySelect ( IF 1.9 ) Pub Date : 2019-12-02 , DOI: 10.1002/slct.201903896
Subhasish Roy ₁ , Mintu Maan Dutta ₁ , Manas Jyoti Sarma ₁ , Prodeep Phukan ₁

Affiliation

An efficient methodology has been developed for C−N cross‐coupling reaction between aryl halide and amine using a catalytic system comprised of CuI and N,N‐dimethyl amino pyridine (DMAP). Coupling reactions were carried out in DMSO at 120 °C in presence of 5 mol% CuI, 20 mol% DMAP and 2.5 equivalent of KOH. Addition of DMAP was found to be beneficial in accelerating the rate of reaction significantly. Both aryl iodides and aryl bromides could be successfully coupled with different primary and secondary amines to furnish the desired cross‐coupling product in high yield. A copper complex [Cu(DMAP)₄I]I made by combining CuI and DMAP was found to produce superior result for the Buchwlad‐Hartwig cross coupling reaction. The use of 2 mol% of the copper complex is sufficient to produce high yield of the product.

中文翻译：

DMAP对CuI催化的Buchwald-Hartwig C-N偶联的加速作用：对反应途径的机理认识。

使用由CuI和N，N-二甲基氨基吡啶（DMAP）组成的催化体系，开发了一种有效的方法，用于芳基卤化物和胺之间的CN交叉偶联反应。偶联反应是在DMSO中，120℃，5 mol％CuI，20 mol％DMAP和2.5当量KOH的存在下进行的。发现添加DMAP有利于显着加快反应速率。芳基碘化物和芳基溴化物都可以成功地与不同的伯胺和仲胺偶联，从而以高收率提供所需的交叉偶联产物。铜络合物[Cu（DMAP）₄发现通过结合CuI和DMAP制成的I]对于Buchwlad-Hartwig交叉偶联反应产生了优异的结果。使用2mol％的铜络合物足以产生高产率的产物。

更新日期：2019-12-03

点击分享查看原文

点击收藏

阅读更多本刊新发论文本刊介绍/投稿指南