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两种新的离子负载的二(乙酰氧基)碘苯试剂的合成

Synthesis of two novel ionic supported(diacetoxyiodo) benzene reagents
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摘要 以氯乙酰氯、对碘苯胺为原料,经酰化合成了4-碘-氯乙酰苯胺;接着分别与吡啶、1-甲基咪唑反应得到N-(4-碘苯氨基甲酰甲基)吡啶氯盐和3-甲基-1-(4-碘苯氨基甲酰甲基)咪唑氯盐;随后分别在水溶液中发生阴离子交换,合成了相应的四氟硼酸盐;对应的四氟硼酸盐在新制过氧乙酸中氧化得到两种新的离子负载的新型二(乙酰氧基)碘苯试剂{N-[(4-二乙酰氧基碘)苯氨基甲酰甲基]吡啶四氟硼酸盐}和{3-甲基-1-[(4-二乙酰氧基碘)苯氨基甲酰甲基]咪唑四氟硼酸盐}。以吡啶离子负载试剂的合成为例,对反应条件进行了探讨。化学结构用IR、1HNMR、13CNMR、MS、元素分析表征。 4-Iodochloroacetanilide was prepared from the acylation reaction of p-iodoaniline and chloroacetic chloride using triethylamine as a deacid reagent.N-(4-iodophenylcarbamoyl-methyl) pyridinium tetrafluoroborate and 1-(4-iodophenylcarbamoylmethyl)-3-methylimidazol-ium tetrafluoroborate were prepared respectively by an anion exchange in aqueous solution after 4-iodochloroacetanilide was reacted with pyridine and 1-methylimidazole.The pyridinium and imidazolium tetrafluoroborate were oxidized respectively to two novel ionic supported(diacetoxyiodo) benzene reagents {N-[(4-diacetoxyiodo) phenylcarbamoylmethyl]pyridinium tetrafluoroborate and 1-[(4-diacetoxyiodo) phenylcarbamoylmethyl]-3-methyl imidazolium tetrafluoroborate} in a freshly prepared solution of peracetic acid.Taking pyridine based ionic supported reagent as an example,the conditions about the reactions were discussed.The structures were confirmed by IR,1HNMR,13C-NMR,MS and elemental analysis.
出处 《化学试剂》 CAS CSCD 北大核心 2012年第7期649-653,共5页 Chemical Reagents
关键词 二(乙酰氧基)碘苯 吡啶 1-甲基咪唑 功能化离子液体 酰胺 (diacetoxyiodo)benzene pyridine 1-methylimidazole task-specific ionic liquids acylamide
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参考文献18

  • 1ZHDANKIN V V ,STANG P J. Chemistry of polyvalent io- dine [ J ]. Chem. Rev. ,2008,108 ( 12 ) :5 299-5 358.
  • 2ZHDANKIN V V, STANG P J. Recent developments in the chemistry of polyvalent iodine compounds[J]. Chem. Rev. ,2002,102 ( 12 ) :2 523-2 584.
  • 3STANG P J,ZHDANKIN V V. Organic polyvalent iodine compounds[ J]. Chem. Rev., 1996,96 (3) :1 123-1 178.
  • 4张继振,朱勍,黄宪.聚苯乙烯二醋酸碘苯的合成及其在缩氨脲去保护基形成羰基化合物反应中的应用[J].高等学校化学学报,2001,22(8):1431-1433. 被引量:5
  • 5DAVIS J H. Task-specific ionic liquids [ J ]. Chem. Lett. , 2004.33(9) :1 072-1 077.
  • 6MIAO Wei-shi, CHANT H. Ionic-liquid-supported syn- thesis:a novel liquid-phase strategy for organic synthesis [ J ]. Acc. Chem. Res. ,2006,39 ( 12 ) : 897-908.
  • 7MIAO Wei-shi, CHAN T H. Ionic-liquid-supported or- ganocatalyst: efficient and recyclable ionic-liquid-an- chored proline for asymmetric aldol reaction [ J ]. Adv. Synth. Catal. ,2006,348 ( 12/13 ) : 1 711-1 718.
  • 8WU Lu-yong, YAN Ze-yi, XIE Yong-xin, et al. Ionic-liq- uid-supported organocatalyst for the enantioselective Mi- chael addition of ketones to nitroolefines [ J ]. Tetrahed- ron :Asymmetry,2007,15 ( 17 ) : 2 056-2 090.
  • 9HANDY S T, OKELLO M. Fructose-derived ionic liquids : recyclable homogeneous supports [ J ]. Tetrahedron Lett. , 2003,44(46) :8 399-8 402.
  • 10HANDY S T,OKELLO M. Homogeneous supported syn- thesis using ionic liquid supports: tunable separation properties [ J ]. J. Org. Chem. , 2005,70 ( 7 ) : 2 874- 2 877.

二级参考文献11

  • 1王强,梁洪泽,包伟良.功能化离子液体的制备及其在合成中的应用[J].应用化学,2007,24(2):117-123. 被引量:20
  • 2SEIICHIRO A, SAKURATANI K, TOGO H. Novel preparation and reactivity of poly[4-hydroxy(tosyloxy)iodo] styrenes[J]. Synlett ,2001, (1) :22-24.
  • 3QIAN Wei-xing, JIN Er-lei, ZHANG Yong-min, et al. Clean and highly selective oxidation of alcohols in an ionic liquid by using an ion-supported hypervalent iodine(Ⅲ) reagent[ J]. Angew . Chem. Int. Ed. ,2005,44(6) :952-955.
  • 4QIAN Wei-xing, JIN Er-lei, BAO Wei-liang, et al. Clean and selective oxidation of alcohols catalyzed by ion-supported TEMPO in water[ J]. Tetrahedron, 2006,62(4) : 556-562.
  • 5QIAN Wei-xing, PEI Lin. Efficient and highly selective oxidation of sulfides to sulfoxides in the presence of an ionic liquid containing hypervalent iodine [ J]. Synlett, 2006,5 : 709-712.
  • 6QIAN Wei-xing, JIN Er-lei, BAO Wei-liang, et al. Selective oxidation of thiottreas in an ionic liquid by employing an ionsupported hypervalent iodine (Ⅲ) reagent [ J ]. J. Chem. Res. ,2005, (9) :613-616.
  • 7YING Tao-kai, BAO Wei-liang, ZHANG Yong-min. Bromination of carbon-carbon double bonds involving oxidation of NaBr in an ionic liquid[J]. J. Chem. Res. ,2004, (12) :806- 807.
  • 8YAMAMOTO Y, TOGO H. Facile one-pot preparation of [ hydroxy(sulfonyloxy) iodo] arenes from iodo-arenes with MCPBA in the presence of sulfonic acids [ J ]. Synlett, 2005, ( 16 ) : 2 486-2 488.
  • 9MEKHMAN S Y, TOMAS W. Solvent-free reactions with hypervalent iodine reagents [ J ]. Org. Lett., 2005,7 (3) : 519- 521.
  • 10Chen D W,Synthesis,1994年,773页

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