Identifying a Highly Active Copper Catalyst for KA2 Reaction of Aromatic Ketones

被引：31

作者：

Cai, Yujuan ^{[1
]}

Tang, Xinjun ^{[1
]}

Ma, Shengming ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

[2] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 07期

基金：

中国国家自然科学基金;

关键词：

copper; homogeneous catalysis; propargylic amines; synthetic methods; multicomponent reactions; C-H ACTIVATION; 3-COMPONENT COUPLING REACTION; QUATERNARY CARBON CENTER; ALDEHYDE-ALKYNE-AMINE; ENANTIOSELECTIVE SYNTHESIS; PROPARGYLIC AMINES; TERMINAL ALKYNES; PROTECTING GROUP; ACCESS; WATER;

D O I：

10.1002/chem.201504823

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The well-established A(3) coupling reaction of terminal alkynes, aldehydes, and amines provides the most straightforward approach to propargylic amines. However, the related reaction of ketones, especially aromatic ketones, is still a significant challenge. A highly efficient catalytic protocol has been developed for the coupling of aromatic ketones with amines and terminal alkynes, in which Cu-I, generated in situ from the reduction of CuBr2 with sodium ascorbate, has been identified as the highly efficient catalyst. Since propargylic amines are versatile synthetic intermediates and important units in pharmaceutical products, such an advance will greatly stimulate research interest involving the previously unavailable propargylic amines.

引用

页码：2266 / 2269

页数：4

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