One-pot and stereoselective synthesis of 2,3-dihydro-1,5-benzodiazepin-2-one with a phosphanylidene or phosphono-succinate substituent

被引：25

作者：

Alizadeh, Abdolah ^{[1
]}

Zohreh, Nasrin ^{[1
]}

Zhu, Long-Guan ^{[2
]}

机构：

[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran

[2] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China

来源：

TETRAHEDRON | 2009年 / 65卷 / 13期

关键词：

STRONG BINDING; BISPHOSPHONATES; DERIVATIVES; DIBENZOYLACETYLENE; SELECTIVITY; LIGANDS;

D O I：

10.1016/j.tet.2009.01.091

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

The one-pot synthesis of 23-dihydro-1,5-benzodiazepins-2-one bearing phosphanylidene (ylide) or phosphono-succinate substituent is described. In this four-component reaction, benzodiazepine derived from condensation of o-phenylenediamine and diketene is trapped with the trialkyl phosphite-dialkyl acetylenedicarboxylate zwitterion. In the presence of H2O, the ylide functional group is hydrolyzed to the corresponding phosphonate. The configuration of the products is selective and only one of the two possible rotamers or diastereomers is formed exclusively in high yield. (c) 2009 Elsevier Ltd. All rights reserved.

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收藏

页码：2684 / 2688

页数：5

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