关键词: 功能性离子液体, 羟基(对甲苯磺酰氧基)碘苯, 吡啶, 1-苯基-4,5-二芳基吡唑, 查尔酮, 合成

Three new N-(4-iodophenyl)pyridinium salts 7~9 were synthesized from pyridine and 1-chloro-2,4-dinitrobenzene by three steps. In these steps, N-(2,4-dinitrophenyl)pyridinium chloride 5 was prepared through the nucleophilic substitution reaction at first. Then N-(4-iodophenyl)pyridinium chloride was obtained from 4-iodoaniline and 5 through the Zincke's reaction. At last the salts 7~9 were got in aqueous solution by anion exchange. And then three new pyridinium salts supported [4-hydroxy(tosyloxy)iodo]benzene conjugated reagents [N-(4-hydroxyl(tosyloxy)iodophenyl)pyridinium p-toluenesulfonate 10, N-(4-hydroxyl(tosyloxy)iodophenyl)pyridinium tetrafluoroborate 11 and N-(4-hydroxyl(tosyloxy)iodophenyl)pyridinium hexafluorostibnate 12] were prepared from the salts 7~9 and p-toluenesulfonic acid with m-chlorobenzo- peroxoic as oxidizer. These reagents were solid at room temperature and had not the moisture absorption property. The adducts of α,β-chalcones, 1,3-diaryl-2,3-di(tosyloxy)-1-acetone 14 (two of them were new compounds), were prepared using the reagents 10, 11 and N-[4-hydroxyl(tosyloxy)iodobenzyl]pyridinium tetrafluoroborate 4 respectively. The yields of compounds 14 from reagents 10, 11 were also found to be higher than that from reagent 4. Finally, 1-phenyl-4,5-diarylpyrazoles (two of them were new com-pounds) were prepared from 14 and phenylhydrazine by cyclization reaction. After the addition reaction, the reagents were transformed into the corresponding ion-supported iodobenzenes, which could be easily recovered and regenerated with no lost of the addition reaction activity.

Key words: task-specific ionic liquid, [hydroxy(tosyloxy)iodo]benzene, pyridine, 1-phenyl-4,5-diarylpyrazoles, chalcone, synthesis