Synthesis of 3-(arylmethylene)isoindolin-1-ones from ynamides by Heck-Suzuki-Miyaura domino reactions. Application to the synthesis of lennoxamine

被引：110

作者：

Couty, S ^{[1
]}

Liegault, B ^{[1
]}

Meyer, C ^{[1
]}

Cossy, J ^{[1
]}

机构：

[1] Ecole Natl Super Chim Paris, Chim Organ Lab, Associe CNRS, F-75231 Paris 05, France

来源：

TETRAHEDRON | 2006年 / 62卷 / 16期

关键词：

Suzuki-Miyaura reactions; ynamides; isoindolinones; lennoxomine;

D O I：

10.1016/j.tet.2005.11.089

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Substituted 3-(arylmethylene)isoindolin-1-ones can be efficiently synthesized from various ynamides and boronic acids by palladium-catalyzed Heck-Suzuki-Miyaura domino reactions. This methodology has been applied to the total synthesis of lennoxamine and a concise route to this isoindolobenzazepine alkaloid was achieved in eight steps from 2,3-dimethoxybenzoic acid via a key intermediate ynamide. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：3882 / 3895

页数：14

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