- Tunable protic ionic liquids as solvent-catalysts for improved synthesis of multiply substituted 1,2,4-triazoles from oxadiazoles and organoamines
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More than green alternatives to traditional volatile molecular organic solvents, protic ionic liquids as dual solvent-catalysts have been successfully used to promote reactions of organoamines with oxadiazoles to afford sterically hindered 1,2,4-triazoles. Among the tested protic ionic liquids, pyridinium trifluoroacetate and acetate showed the highest efficiency for the reactions of arylamines and alkylamines, respectively, indicating that tunable catalysis could be readily effected with protic ionic liquid solvent-catalysts by simply tuning their cation and anion counterparts. A general and efficient approach has been developed for synthesis of multiply substituted 1,2,4-triazoles based on the tunable protic ionic liquid solvent-catalyst systems.
- Chen, Xiaofeng,Liu, Rui,Xu, Yuan,Zou, Gang
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experimental part
p. 4813 - 4819
(2012/07/31)
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- Base-induced Dehydrosulfinatocyclization of N-Alkyl-N-phenylsulfonyl-N''-arylbenzamidrazones to 3,4-Diaryl-4H-1,2,4-triazoles
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3,4-Diaryl-4H-1,2,4-triazoles were obtained in good to comparable yields by the reaction of N-alkyl-N-phenylsulfonyl-N''-arylbenzamidrazones with sodium hydride.The reaction probably proceeds via the elimination of benzenesulfinic acid and the oxidative cyclization of N-alkylidene-N''-arylbenzamidrazones generated by the base-catalyzed isomerization of azo intermediates.
- Ito, Suketaka,Tanaka, Yumo,Kakehi, Akikazu
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p. 544 - 547
(2007/10/02)
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