TY - JOUR

T1 - A convenient and mild method for 1,2,4-oxadiazole preparation

T2 - Cyclodehydration of O-acylamidoximes in the superbase system MOH/DMSO

AU - Baykov, Sergey

AU - Sharonova, Tatyana

AU - Osipyan, Angelina

AU - Rozhkov, Sergey

AU - Shetnev, Anton

AU - Smirnov, Alexey V.

PY - 2016/6/29

Y1 - 2016/6/29

N2 - 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.

AB - 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.

KW - 1,2,4-Oxadiazoles

KW - Cyclodehydration

KW - DMSO

KW - O-Acylamidoximes

KW - Superbase system

UR - http://www.scopus.com/inward/record.url?scp=84969975012&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2016.05.071

DO - 10.1016/j.tetlet.2016.05.071

M3 - Article

AN - SCOPUS:84969975012

VL - 57

SP - 2898

EP - 2900

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 26

ER -