89804-65-9Relevant academic research and scientific papers
Cycloadditions of nitrile oxides to amidoximes. A general synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides
Quadrelli, Paolo,Invernizzi, Anna Gamba,Falzoni, Mario,Caramella, Pierluigi
, p. 1787 - 1796 (2007/10/03)
The cycloaddition of nitrile oxides to amidoximes is a general method for the synthesis of 3,5-disubstituted 1,2,4-oxadiazole-4-oxides with the same or different substituents. The yields are only moderate since an equivalent amount of the nitrile oxide is consumed by reaction with the amine released in the fragmentation of the primary cycloadducts and reforms the amidoxime. With excess nitrile oxides the 1,2,4-oxadiazole-4-oxides undergo a disproportionation reaction to yield nitroso carbonyl intermediates and 1,2,4-oxadiazoles.
A Simplified Procedure for Preparing 3,5-Disubstituted-1,2,4-Oxadiazoles by Reaction of Amidoximes with Acyl Chlorides in Pyridine Solution
Chiou, Shishue,Shine, Henry J.
, p. 125 - 128 (2007/10/02)
3-R-5-R'-1,2,4-Oxadiazoles are prepared in fair to good yield by short-time, one-pot reaction of an amidoxime, RC(NH2)NOH, with an acyl chloride, R'COCl, in pyridine solution.Precipitation of the oxadiazole occurs on diluting the pyridine reaction solutio
Synthesis of 1,2,4-Triazoles and 1,2,4-Oxadiazoles
Lin, Yang-i,Hlavka, Joseph J.,Bitha, Panayoto,Lang, S. A.
, p. 1693 - 1695 (2007/10/02)
Monothiodiacylamines reacted regiospecifically with hydrazines and hydroxylamine to give substituted 1,2,4-triazoles and 1,2,4-oxadiazoles in excellent yields.
