An Easy Approach for the Synthesis of N-Substituted Isoindolin-1-ones

被引：34

作者：

Ordonez, Mario ^{[1
]}

Tibhe, Gaurao D. ^{[1
]}

Zamudio-Medina, Angel ^{[1
]}

Viveros-Ceballos, Jose Luis ^{[1
]}

机构：

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

来源：

SYNTHESIS-STUTTGART | 2012年 / 44卷 / 04期

关键词：

amino phosphonates; isoindolinones; C-P cleavage; microwave irradiation; one-pot reaction; HIGHLY DIASTEREOSELECTIVE SYNTHESIS; CATALYST-FREE-CONDITIONS; BETA-KETO PHOSPHONATES; ONE-STEP SYNTHESIS; ALPHA-AMINOPHOSPHONATE; ASYMMETRIC-SYNTHESIS; O-PHTHALALDEHYDE; ION PRECURSORS; SOLVENT-FREE; DERIVATIVES;

D O I：

10.1055/s-0031-1289680

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical and efficient two-step synthesis of N-substituted isoindolin-1-ones was developed. The one-pot reaction of 2-formylbenzoic acid with amines and dimethyl phosphite proceeds in short time either with conventional heating or microwave irradiation under catalyst-free conditions to afford the corresponding N-substituted dimethyl 3-oxoisoindolin-1-ylphosphonates in good yield which, by means of a dephosphonylation reaction with lithium aluminum hydride, give the target N-substituted isoindolin-1-ones in moderate to good yield.

引用

页码：569 / 574

页数：6

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