Synthesis of tetrasubstituted propargylamines from cyclohexanone by solvent-free copper(II) catalysis

被引：35

作者：

Palchak, Zachary L. ^{[1
]}

Lussier, Daniel J. ^{[1
]}

Pierce, Conor J. ^{[1
]}

Larsen, Catharine H. ^{[1
]}

机构：

[1] Univ Calif Riverside, Dept Chem, Riverside, CA 92521 USA

来源：

GREEN CHEMISTRY | 2015年 / 17卷 / 03期

基金：

美国国家科学基金会;

关键词：

TERMINAL ALKYNES; ENANTIOSELECTIVE SYNTHESIS; GREEN CHEMISTRY; DIRECT-ADDITION; IMINES; ALDEHYDES; AMINES; ALKYNYLATION; ACTIVATION; KETIMINES;

D O I：

10.1039/c4gc02318h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Copper(II) chloride catalyzes the three-component coupling of cyclohexanone, amines, and alkynes to produce tetrasubstituted propargylamines. As a wide range of substrates react without solvent, excess starting material, or other additives, water is the sole by-product. Studies demonstrate that this reaction is first order in copper, cyclohexanone, amine, and alkyne. These mild conditions allow for the first direct, catalytic synthesis of silyl-protected tetrasubstituted propargylamines.

引用

页码：1802 / 1810

页数：9

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