Practical and high stereoselective synthesis of 3-(arylmethylene)isoindolin-1-ones from 2-formylbenzoic acid

被引：60

作者：

Angel Reyes-Gonzalez, Miguel ^{[1
]}

Zamudio-Medina, Angel ^{[1
]}

Ordonez, Mario ^{[1
]}

机构：

[1] Univ Autonoma Estado Morelos, Ctr Invest Quim, Cuernavaca 62209, Morelos, Mexico

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 43期

关键词：

One-pot three-component reaction; 3-Methyleneisoindolin-1-ones; Homer reaction; Aminophosphonates; 2-Formylbenzoic acid; MIYAURA DOMINO REACTIONS; 1ST TOTAL-SYNTHESIS; ONE-POT SYNTHESIS; SUBSTITUTED; 3-METHYLENEISOINDOLIN-1-ONES; INTRAMOLECULAR CYCLIZATION; ELECTROPHILIC CYCLIZATION; ISOINDOLINONE DERIVATIVES; INHIBITORY-ACTIVITY; TERMINAL ALKYNES; HETEROCYCLES;

D O I：

10.1016/j.tetlet.2012.08.040

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

Practical and high stereoselective synthesis of 3-(arylmethylene)isoindolin-1-ones is reported. The synthetic method involves the preparation of dimethyl isoindolin-1-one-3-yl-phosphonates by a 'one-pot' three-component reaction of 2-formylbenzoic acid with 4-methoxybenzylamine or aminoacetaldehyde dimethyl acetal and dimethyl phosphite under solvent and catalyst free-conditions, followed by a Horner reaction with several aryl aldehydes. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：5756 / 5758

页数：3

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