Selective Amidation of Unprotected Amino Alcohols Using Surfactant-in-Water Technology: A Highly Desirable Alternative to Reprotoxic Polar Aprotic Solvents

被引：42

作者：

Parmentier, Michael ^{[1
]}

Wagner, Mona K. ^{[1
,2
]}

Magra, Kevin ^{[1
]}

Gallon, Fabrice ^{[1
]}

机构：

[1] Novartis Pharma AG, Chem & Analyt Dev, CH-4056 Basel, Switzerland

[2] ETH, Swiss Fed Inst Technol, Dept Chem & Appl Biosci, Vladimir Prelog Weg 2, CH-8093 Zurich, Switzerland

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2016年 / 20卷 / 06期

关键词：

MIYAURA CROSS-COUPLINGS; ORGANIC-REACTIONS; AMIDE; CATALYSIS;

D O I：

10.1021/acs.oprd.6b00133

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A general selective and environmentally friendly method for the formation of amide bonds using a surfactant in water as medium is described. The use of readily available 1-ethy1-3-(3-(dimethylamino)propyl)-carbodiimide (EDC) and hydroxybenzotriazol (HOBt) as a coupling system, N-methylmorpholine (NMM), and TPGS-750-M represents mild conditions allowing for chemoselective amidation of unprotected amino alcohols. Comparative results with classical polar aprotic solvents such as dimethylformamide or acetonitrile are presented.

引用

页码：1104 / 1107

页数：4

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