SYNTHESIS OF HIGHLY FUNCTIONALIZED PIPERIDINES VIA ONE-POT, FIVE-COMPONENT REACTIONS IN THE PRESENCE OF ACETIC ACID SOLVENT

被引：47

作者：

Lashkari, Mojtaba ^{[1
]}

Maghsoodlou, Malek Taher ^{[1
]}

Hazeri, Nourallah ^{[1
]}

Habibi-Khorassani, Sayyed Mostafa ^{[1
]}

Sajadikhah, Seyed Sajad ^{[1
]}

Doostmohamadi, Razieh ^{[1
]}

机构：

[1] Univ Sistan & Baluchestan, Dept Chem, Zahedan, Iran

来源：

SYNTHETIC COMMUNICATIONS | 2013年 / 43卷 / 05期

关键词：

Acetic acid; aldehydes; amines; beta-keto esters; piperidines; DIELS-ALDER REACTION; ECONOMIC PASE SYNTHESIS; 2,4-DISUBSTITUTED PIPERIDINES; STEREOSELECTIVE-SYNTHESIS; MULTICOMPONENT REACTIONS; ANTIINFLUENZA ACTIVITY; BIOLOGICAL EVALUATION; CYCLIZATION REACTIONS; CONCISE SYNTHESIS; INHIBITORS;

D O I：

10.1080/00397911.2011.601534

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and efficient method was developed for one-pot, five-component synthesis of highly functionalized piperidines from reactions of beta-keto esters, aromatic aldehydes, and various amines catalyzed in acetic acid medium. The reaction proceeded smoothly to generate the corresponding product in good yield. We have found that the use of acetic acid as reaction medium has a remarkable beneficial effect on the reaction, allowing it to be performed without the need to incorporate a catalyst, which is the case in other similary reported methodologies. In all cases, the substituted piperidine precipitates out of solution.

引用

页码：635 / 644

页数：10

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