Efficient one-pot synthesis of dihydroquinolinones in water at room temperature

被引：18

作者：

Linsenmeier, Anna M. ^{[1
]}

Braje, Wilfried M. ^{[1
]}

机构：

[1] AbbVie Deutschland GmbH & Co KG, D-67061 Ludwigshafen, Germany

来源：

TETRAHEDRON | 2015年 / 71卷 / 38期

关键词：

Rh-catalyzed 1,4-addition; Dihyroquinolinone; Micelles; Green chemistry; CATALYZED ASYMMETRIC 1,4-ADDITION; CROSS-COUPLINGS; CYCLIZATION REACTIONS; ACIDS;

D O I：

10.1016/j.tet.2015.07.016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mild and robust one-pot protocol for the Rh-catalyzed 1,4-addition of 2-aminoboronic acid to alpha,beta-unsaturated esters for the efficient synthesis of dihydroquinolinones has been developed. Furthermore the addition of a variety of substituted boronic acids to diverse alpha,beta-unsaturated esters has been investigated. The reactions proceed in water containing catalytic amounts of the commercially available designer surfactant TPGS-750-M (via the formation of nanomicelles). This mild and easy to perform process proceeds at room temperature and tolerates a wide range of functionalities. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：6913 / 6919

页数：7

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