论文部分内容阅读
以吡啶和2,4-二硝基氯苯为起始原料,经过三步反应,合成了三种N-(4-碘苯基)吡啶盐新化合物7~9,然后在间氯过氧苯甲酸氧化下,7~9分别与对甲苯磺酸反应制备了三种新的吡啶盐负载羟基(对甲苯磺酰氧基)碘苯共轭试剂:N-[4-羟基(对甲苯磺酰氧基)碘苯基]吡啶对甲苯磺酸盐10、四氟硼酸盐11和六氟锑酸盐12.三种新试剂室温下都是固体,在空气中没有吸湿性.分别研究了试剂10、11和N-[4-羟基(对甲苯磺酰氧基)碘苯甲基]吡啶四氟硼酸盐4对α,β-查尔酮及其衍生物的加成反应,成功地合成了1,3-二芳基-2,3-二对甲苯磺酰氧基-1-丙酮14(其中二个是新化合物),共轭试剂10、11和α,β-查尔酮及其衍生物的加成产率比非共轭试剂4高.然后14和苯肼发生环合反应制备了1-苯基-4,5-二芳基吡唑(其中二个是新化合物).回收后的离子负载碘苯容易再生成试剂,而再生试剂和查尔酮及其衍生物的加成反应活性几乎保持不变.
Using pyridine and 2,4-dinitrochlorobenzene as starting materials, three novel compounds 7 ~ 9 of N- (4-iodophenyl) pyridinium salt were synthesized through three steps reaction. Then, Three novel pyridine salt supported hydroxyl (p-toluenesulfonyloxy) iodobenzene conjugates were prepared by the reaction of p-toluenesulfonic acid with formic acid and 7-9 respectively: N- [4-hydroxy (p- ) Iodophenyl] pyridine p-toluenesulfonate 10, tetrafluoroborate 11 and hexafluoroantimonate 12. All three new reagents are solid at room temperature and are not hygroscopic in air. Reagents 10 , 11 and the addition of N- [4-hydroxy (p-toluenesulfonyloxy) iodobenzyl] pyridine tetrafluoroborate 4 to α, β-chalcone and its derivatives were successfully synthesized 1,3-diaryl-2,3-di-p-toluenesulfonyloxy-1-propanone 14 (two of which are new compounds), conjugated reagents 10,11 and α, β- The addition rate of the product was higher than that of the non-conjugating reagent 4. Then, 1-phenyl-4,5-diarylpyrazole (two of which were new compounds) was prepared by cyclization reaction with phenylhydrazine. After recovery Of the ionic-supported iodobenzene is readily regenerated into reagent while the addition of regenerative reagent and chalcone and its derivatives It should be active almost unchanged.