55151-94-5Relevant academic research and scientific papers
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.
1,3-dipolar cycloaddition of nitriles under microwave irradiation in solvent-free conditions
Diaz-Ortiz, Angel,Diez-Barra, Enrique,De la Hoz, Antonio,Moreno, Andres,Gomez-Escalonilla, Maria J.,Loupy, Andre
, p. 1021 - 1030 (2007/10/03)
Several nitriles were allowed to react with nitrones or nitrile oxides in the absence of solvent under microwave irradiation within 2-10 min to give 2,3-dihydro-1,2,4-oxadiazoles or 1,2,4-oxadiazoles, respectively.
1,3-Cycloaddition of Substituted Bezonitrile Oxides to Aliphatic Nitriles. The Kinetic Effect of Substituents
Beltrame, Paolo,Gelli, Gioanna,Loi, Aldo
, p. 1609 - 1612 (2007/10/02)
A previous study of the reaction of aromatic nitrile oxides with simple aliphatic nitriles, with the formation of 3,5-disubstituted 1,2,4-oxadiazoles, has been extended to a larger number of nitrile oxides.Sixteen new oxadiazole derivatives have been prepared and characterized.Cycloadition rates have been measured in the temperature range from 50 to 80 degC.When considering the effect of substituents on the aromatic ring, roughly V-shaped Hammett plot have been obtained, as already observed for other concerted 1,3-cycloadditions.
