1736-55-6Relevant academic research and scientific papers
Synthesis and properties of O-vinylamidoximes
Trofimov,Schmidt,Vasil'Tsov,Mikhaleva,Zaitsev,Morozova,Gorshkov,Henkelmann,Arndt
, p. 2427 - 2430 (2001)
O-Vinylamidoximes 2 are synthesized from amidoximes 1 and acetylene in superbase systems (KOH/DMSO, KOH/NMP, NaOH/CsF/NMP) in a preparative yield of up to 80%. They decompose explosively above 150°C, being resistant to solvolysis in the KOH/DMSO system (100°C, 3 h) and to polymerization (AIBN, UV). Trifluoroacetylation of O-vinylbenzamidoxime 2b with (CF3CO)2O/pyridine gives 5-trifluoromethyl-3-phenyl-1,2,4-oxadiazole (3) in 49% yield.
Synthesis of 3,5-disubstituted-1,2,4-oxadiazoles using tetrabutylammonium fluoride as a mild and efficient catalyst
Gangloff, Anthony R.,Litvak, Joane,Shelton, Emma J.,Sperandio, David,Wang, Vivian R.,Rice, Kenneth D.
, p. 1441 - 1443 (2007/10/03)
Tetrabutylammonium fluoride (TBAF) was found to be a mild and efficient catalyst for the synthesis of 3,5-disubstituted-1,2,4-oxadiazoles. Using 0.1 - 1.0 equivalents of TBAF in THF for 1 - 24 h at room temperature, alkanoyl- and aroyloxyamidines were converted in high yield to the corresponding 3,5-disubstituted-1,2,4-oxadiazoles. A variety of R and R′ substituents were investigated.
REACTION OF PERFLUORINATED NITRILES WITH BENZ- AND TEREPHTHALAMIDOXIMES FOR THE ISOLATION OF MIXED 1,2,4-OXADIAZOLES
Kabakchi, E. V.,Il'in, V. V.,Ignatenko, A. V.,Ponomarenko, V. A.
, p. 1453 - 1458 (2007/10/02)
The reaction of perfluorinated nitriles with benz- and terephthalamidoximes afforded amidoximimidates which can form mixed 1,2,4-oxadiazoles in high yield under mild conditions by the action of acid fluorides of perfluorocarboxylic acids.The structure of
