A convenient and mild method for 1,2,4-oxadiazole preparation: cyclodehydration of O-acylamidoximes in the superbase system MOH/DMSO

被引：42
|
作者：
Baykov, Sergey [1 ]
Sharonova, Tatyana [1 ]
Osipyan, Angelina [1 ]
Rozhkoy, Sergey [2 ]
Shetnev, Anton [1 ]
Smirnov, Alexey [1 ]
机构：
[1] Ushinsky Yaroslavl State Pedag Univ, 108 Respublikanskaya St, Yaroslavl 150000, Russia
[2] Yaroslavl State Tech Univ Yaroslavl, 88 Moscowsky Pr, Yaroslavl 150023, Russia
来源：
TETRAHEDRON LETTERS | 2016年 / 57卷 / 26期
关键词：
1,2,4-Oxadiazoles; Cyclodehydration; Superbase system; O-Acylarnidoximes; DMSO; BIPOLAR HOST MATERIALS; HIGHLY EFFICIENT; DISCOVERY; FLUORIDE; DESIGN;
D O I：
10.1016/j.tetlet.2016.05.071
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, we reported a general, convenient, and efficient synthesis of 3,5-disubstituted-1,2,4-oxadiazoles via cyclodehydration of O-acylamidoximes in the superbase system MOH/DMSO (M = Li, Na, K). Excellent isolated yields (up to 98%) were attained within short reaction times (10-20 min). In addition, mild reaction conditions and a simple work-up procedure allow the synthesis of a wide range of heat-labile 1,2,4-oxadiazole-containing substances. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2898 / 2900
页数：3
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