Synthesis of β-hydroxyacetamides from unactivated ethyl acetates under base-free conditions and microwave irradiation

被引：9

作者：

Hernandez-Fernandez, Eugenio ^{[1
]}

Pablo Sanchez-Lara, Pedro ^{[1
]}

Ordonez, Mario ^{[2
]}

Abelardo Ramirez-Marroquin, Oscar ^{[2
]}

Avalos-Alanis, Francisco G. ^{[1
]}

Lopez-Cortina, Susana ^{[1
]}

Jimenez-Perez, Victor M. ^{[1
]}

Rocio Ibarra-Rivera, Tannya ^{[3
]}

机构：

[1] Univ Autonoma Nuevo Leon, Fac Ciencias Quim, San Nicolas De Los Garza 66400, Nuevo Leon, Mexico

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

[3] Univ Autonoma Nuevo Leon, Fac Med, Monterrey 64460, Nuevo Leon, Mexico

来源：

TETRAHEDRON-ASYMMETRY | 2015年 / 26卷 / 01期

关键词：

AMIDE BOND FORMATION; CATALYZED AMIDATION; ORGANIC-SYNTHESIS; AMINO-ALCOHOLS; ACIDS; COMPLEXES; ESTERS;

D O I：

10.1016/j.tetasy.2014.11.015

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The amidation of unactivated ethyl esters with achiral and chiral 1,2-amino alcohols under microwave irradiation and base-free conditions is described. This procedure provides a convenient method for the synthesis of beta-hydroxyacetamides bearing pyrazole, imidazole, and benzimidazole groups in high yields and without racemization. The protocol described herein is environmentally friendly and allows for the preparation of a wide variety of beta-hydroxyacetamides, which are key intermediates in the synthesis of oxazolines and other derivatives of biological interest. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：73 / 78

页数：6

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