CAJ | 학술논문

以氯乙酰氯、N-乙基对碘苯胺为原料，经酰化反应合成了 N-乙基-N-(4-碘苯基)氯乙酰胺，接着与1-甲基咪唑反应，随后在水溶液中和四氟硼酸钠发生阴离子交换，合成了四氟硼酸1-甲基-3-(N-乙基-4-碘苯氨基甲酰甲基)咪唑鎓盐，该四氟硼酸盐在过氧化氢/三氟乙酸酐体系中氧化得到一种新的离子负载的双(三氟乙酰氧基)碘苯试剂四氟硼酸(1-甲基-3-{N-乙基-4-[双(三氟乙酰氧基)碘]苯氨基甲酰甲基}咪唑鎓盐)。所合成的碘苯试剂没有吸湿性，在空气中长期放置不变质。以这种新试剂为氧化剂，室温下乙酰苯胺及其衍生物与乙酸区域选择性地发生乙酰氧基化反应，产率较高。该离子负载型碘苯试剂可回收后再生，而再生试剂用于乙酰氧基化反应时活性几乎保持不变。
이록을선록、N-을기대전분알위원료，경선화반응합성료 N-을기-N-(4-전분기)록을선알，접착여1-갑기미서반응，수후재수용액중화사불붕산납발생음리자교환，합성료사불붕산1-갑기-3-(N-을기-4-전분안기갑선갑기)미서옹염，해사불붕산염재과양화경/삼불을산항체계중양화득도일충신적리자부재적쌍(삼불을선양기)전분시제사불붕산(1-갑기-3-{N-을기-4-[쌍(삼불을선양기)전]분안기갑선갑기}미서옹염)。소합성적전분시제몰유흡습성，재공기중장기방치불변질。이저충신시제위양화제，실온하을선분알급기연생물여을산구역선택성지발생을선양기화반응，산솔교고。해리자부재형전분시제가회수후재생，이재생시제용우을선양기화반응시활성궤호보지불변。
Starting from chloroacetic chloride and N-ethyl-p-iodoaniline, N-ethyl-N-(4-iodophenyl)-chloroacetamide was prepared through an acylation reaction, then followed by a nucleophilic substitution with 1-methylimidazole and an anion exchange reaction with sodium tetrafluoroborate in aqueous solution, 3-(N-ethyl-4-Iodophenylcarbamoylmethyl)-1-methylimidazolium tetrafluoroborate was afforded, which was oxidized to give a novel ion-supported [bis(trifluoroacetoxy)iodo]benzene {3-[N-ethyl-4-bis(trifluoroacetoxy) iodophenylcarbamoylmethyl]-1-methylimidazolium tetrafluoroborate} by using a mixture of hydrogen peroxide and trifluoroacetic anhydride. This new reagent exhibited good stability in air or high humid atmosphere over a few weeks. To explore its application in organic synthesis, various anilides and analogs were acetoxylated by using this reagent and BF3·OEt2 in AcOH at room temperature to give para-acetoxylation products in high yield and good regioselectivity. Moreover, the reagent can be regenerated again from recovered ion-supported iodobenzene easily and retained the same reactivity as before.