A series of aryldiazonium tetrafluorborates dissolved in nitriles have been converted into the corresponding anilides in almost quantitative yield in 1 min by microwave irradiation. When bromoacetonitrile was used, 2,4-bis(bromophenyl)-quinazoline was formed. The reaction of malononitrile with the diazonium salt, in DMF as a solvent, afforded 2-(dimethylaminomethylene) malononitrile and phenylhydrazone propanedinitrile.
Anodic Formation of 3,6-Diaryl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles and 2(3-Aryl-5-methyl-1H-[1,2,4]triazol-1-yl)-5-aryl-1,3,4-thiadiazoles.-Ferric chloride-mediated oxidation of bis(hydrazones) (I) provides access towards a mixture of thiadiazoles (II) and triazoles (III). Anodic oxidation of thiadiazoles (II) in aprotic medium then affords a mixture of triazolo-fused thiadiazoles (V) and the rather unexpected triazolylthiadiazoles (VI). The latter are formed under participation of acetonitrile solvent. -(BATANERO*, B.; SAEZ, R.; BARBA, F.; Tetrahedron 67 (2011) 17, 3076-3080, http://dx.
Microwave chemistry O 0170Microwave Reaction of Diazonium Salts with Nitriles. -Aryldiazonium tetrafluoroborates dissolved in nitriles are converted under microwave irradiation to the corresponding anilides in high to almost quantitative yields. When bromoacetonitrile (IV) is used, quinazoline derivative (V) is formed. The reaction of phenyldiazonium tetrafluoroborate with malononitrile in DMF yields (VIII) as main product and (IX) as by-product. At higher concentrations of phenyldiazonium tetrafluoroborate, (IX) is formed as the main product. -(SAEZ, R.; OTERO, M. D.; BATANERO, B.; BARBA*, F.; J.
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