- Synthesis of 3,5-disubstituted-1,2,4-oxadiazoles using tetrabutylammonium fluoride as a mild and efficient catalyst
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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.
- Gangloff, Anthony R.,Litvak, Joane,Shelton, Emma J.,Sperandio, David,Wang, Vivian R.,Rice, Kenneth D.
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p. 1441 - 1443
(2007/10/03)
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- An approach to pyrimidine N-oxides: Carboxamide oximes as precursors
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A method for the synthesis of pyrimidines N-oxides is described. Various carboxamide oximes were treated with the appropriate 1,3-dicarbonyl compounds or their equivalents in the presence of trifluoroacetic acid as a catalyst to give the corresponding pyr
- Mlakar, Biserka,?tefane, Bogdan,Ko?evar, Marijan,Polanc, Slovenko
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p. 961 - 973
(2007/10/03)
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- Ceric ammonium nitrate oxidation of aldoximes in aliphatic nitriles as solvents: A new way for synthesis of 1,2,4-oxadiazoles
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Oxidation of aromatic aldoximes with one-electron oxidant ceric ammonium nitrate CAN in acetonitrile and propionitrile, has been investigated. Aromatic nitrile oxides, formed in situ, underwent 1,3-cycloaddition with aliphatic nitriles and 5-alkyl-3-aryl-1,2,4-oxadiazoles are produced in moderate to high yields. The mechanism of the reaction based on the transformations of intermediate aldazine di-N-oxides is discussed.
- Giurg,Mlochowski
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p. 1093 - 1101
(2007/10/03)
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