A novel synthesis of 1,2,4-oxadiazoles and isoxazoles

被引：38

作者：

Kivrak, Arif ^{[1
]}

Zora, Metin ^{[1
]}

机构：

[1] Middle E Tech Univ, Dept Chem, TR-06800 Ankara, Turkey

来源：

TETRAHEDRON | 2014年 / 70卷 / 04期

关键词：

1,2,4-Oxadiazoles; Isoxazoles; Amidoximes; alpha; beta-Alkynic aldehydes; Conjugate addition; ONE-POT SYNTHESIS; SOLVENT-FREE CONDITIONS; ALPHA-AMINO-ACIDS; HIGHLY SUBSTITUTED ISOXAZOLES; TYROSINE KINASE ZAP-70; REGIOSELECTIVE SYNTHESIS; CONVENIENT SYNTHESIS; EFFICIENT SYNTHESIS; ELECTROPHILIC CYCLIZATION; TRISUBSTITUTED ISOXAZOLES;

D O I：

10.1016/j.tet.2013.12.043

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel synthesis of 1,2,4-oxadiazoles and isoxazoles is described by utilizing the reactions between amidoximes and alpha,beta-alkynic aldehydes and/or ketones. Conjugate addition products, obtained from amidoximes and alpha,beta-alkynic aldehydes and/or ketones, afford 1,2,4-oxadiazoles and isoxazoles when treated with bases and acids, respectively. 1,2,4-Oxadiazoles can also be synthesized directly from amidoximes and alpha,beta-alkynic aldehydes in a one-pot manner under basic conditions. The reactions are general for a variety of starting compounds and tolerate the presence of aryl, heteroaryl and alkyl groups. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：817 / 831

页数：15