1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane-1,4-bis(tetrafluoroborate)

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane-1,4-bis(tetrafluoroborate)
• 英文别名: 1-fluoro-4-hydroxy-1,4-diazabicyclo[2.2.2]octane-1,4-diium tetrafluoroborate；1-fluoro-4-hydroxy-1,4-diazoniabicyclo-[2,2,2]-octane bis(tetrafluoroborate)；1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane bis(tetrafluoroborate)；1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)；1-hydroxy-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)；1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octanebis(tetrafluoroborate)；1-Fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane;tetrafluoroborate；1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane;tetrafluoroborate
• 化学式: 2BF₄*C₆H₁₃FN₂O
• 分子量: 321.79
• InChiKey: GYRXGAGPYVMRFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.22
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane-1,4-bis(tetrafluoroborate) 在 吡啶 作用下， 生成
  参考文献：
  名称：

  摘要：

  DOI：

  10.1023/a:1012436925944
• 作为产物：
  描述：

  1,4-diazabicyclo[2.2.2]octane N-oxide 在 tetrafluoroboric acid 、 三氟化硼 、 fluorine 作用下， 以 乙腈 为溶剂， 以75%的产率得到1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane-1,4-bis(tetrafluoroborate)
  参考文献：
  名称：

  1-氟-4-羟基-1,4-二氮杂双环[2.2.2]辛烷双（四氟硼酸酯）：亲电氟化剂

  摘要：

  1-氟-4-羟基-1,4-二氮杂双环[2.2.2]辛烷双（四氟硼酸酯）NFTh是一种亲电子氟化剂，可用于氟化芳族环，烯烃，乙酸二烯醇酯和烯醇醚。当NFTh在ZnCl 2存在下与活性亚甲基化合物反应时，可以分离出相应的单或二氟衍生物。

  DOI：

  10.1016/s0040-4039(99)00303-2
• 作为试剂：
  描述：

  4-硝基苯乙烯 、 乙腈 在 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane-1,4-bis(tetrafluoroborate) 作用下， 以70%的产率得到
  参考文献：
  名称：

  Ritter-type fluorofunctionalisation as a new, effective method for conversion of alkenes to vicinal fluoroamides

  摘要：

  一系列烯烃通过与1-氟-4-羟基-1,4-二氮鎓双环[2.2.2]辛烷二(四氟硼酸盐)(AccufluorTM NFTh)在乙腈溶液中反应，高效转化为高产率的邻位氟乙酰胺类化合物。

  DOI：

  10.1039/cc9960002247

文献信息

• Benzimidazole derivatives for the treatment of viral infections
  申请人：The Regents of the University of Michigan

  公开号：US06413938B1

  公开（公告）日：2002-07-02

  According to a first aspect of the invention there is provided compounds of formula (I): wherein: R1 is hydroxy; O-acetyl; or a halo atom; R2 is hydroxy; O-acetyl; or a halo atom; R3 is hydrogen; a halo atom; azido; C2-6alkenyl; C2-6alkynyl; C6-14aryl C2-6alkenyl; C6-14arylC2-6alkynyl —NR8R9 (where R8 and R9 may be the same or different and are hydrogen, C1-8alkyl, cyanoC1-8alkyl, hydroxyC1-8alkyl, haloC1-8alkyl, C3-7cycloalkyl, C1-8alkylC3-7cycloalkyl, C2-6alkenyl, C3-7cycloalkylC1-8alkyl, C2-6alkynyl, C6-14aryl, C6-14arylC1-8alkyl, heterocycleC1-8alkyl, C1-8alkylcarbonyl, C6-14arylsulfonyl, C1-8alkysulfonyl, or R8R9 together with the N atom to which they are attached form a 3,4,5 or 6 membered heterocyclic ring); —OR10 (where R10 is hydrogen, C1-8alkyl, C6-14aryl, or C6-14arylC1-8alkyl, C2-6alkenyl, C2-6alkynyl, C6-14aryl C2-6alkenyl or C6-14arylC2-6alkynyl); or —SR11 (where R11 is hydrogen, C1-8alkyl, C6-14aryl, or C6-14arylC1-8alkyl).

  根据本发明的第一个方面，提供了以下式（I）的化合物：其中：R1是羟基；O-乙酰基；或卤原子；R2是羟基；O-乙酰基；或卤原子；R3是氢原子；卤原子；叠氮基；C2-6烯基；C2-6炔基；C6-14芳基C2-6烯基；C6-14芳基C2-6炔基-NR8R9（其中R8和R9可能相同也可能不同，为氢原子，C1-8烷基，氰基C1-8烷基，羟基C1-8烷基，卤基C1-8烷基，C3-7环烷基，C1-8烷基C3-7环烷基，C2-6烯基，C3-7环烷基C1-8烷基，C2-6炔基，C6-14芳基，C6-14芳基C1-8烷基，杂环C1-8烷基，C1-8烷基羰基，C6-14芳基磺酰基，C1-8烷基磺酰基，或R8R9与它们连接的N原子一起形成3,4,5或6个成员的杂环环）；-OR10（其中R10是氢原子，C1-8烷基，C6-14芳基，或C6-14芳基C1-8烷基，C2-6烯基，C2-6炔基，C6-14芳基C2-6烯基或C6-14芳基C2-6炔基）；或-SR11（其中R11是氢原子，C1-8烷基，C6-14芳基，或C6-14芳基C1-8烷基）。
• 1-substituted-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts and their
  申请人：AlliedSignal Inc.

  公开号：US05459267A1

  公开（公告）日：1995-10-17

  SUBSTITUTED-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE SALTS AND THEIR APPLICATION AS FLUORINATING AGENTS The present invention relates to the preparation and uses of 1-substituted-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts, specifically 1-hydroxyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts as reagents for the introduction of fluorine in organic compounds.

  本发明涉及1-取代-4-氟-1,4-二氮杂双环[2.2.2]辛烷盐的制备和用途，特别是1-羟基-4-氟-1,4-二氮杂双环[2.2.2]辛烷盐作为有机化合物中氟化试剂的引入剂。
• Process for the manufacture of
  申请人：AlliedSignal Inc.

  公开号：US05631372A1

  公开（公告）日：1997-05-20

  A process for producing 1-substituted-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts having the formula ##STR1## wherein the Z substituent is OH, OR, OC(O)R, SO.sub.3, SO.sub.2 R, NO.sub.2, NO, or PO(OR).sub.2, wherein R is an aryl or C.sub.1 -C.sub.8 alkyl group; n is 0, 1 or 2; each of R.sub.1, R.sub.2, R.sub.3, P.sub.4 and R.sub.5 independently represent hydrogen, C.sub.1 to C.sub.8 alkyl, or aryl 1-substituted-1,4-diazoniabicyclo[2.2.2]octane or 1,4-diazoniabicyclo[2.2.2]octane mono-N-oxide is reacted to attach the Z group and then the result is reacted with molecular fluorine in the presence of a solvent that substantially does not react with fluorine and a fluoride scavenger that results in an X counter ion. These compounds are useful as fluorinating agents for the introduction of fluorine into organic compounds.

  一种制备1-取代-4-氟-1,4-二氮杂双环[2.2.2]辛烷盐的方法，其化学式为##STR1##其中Z取代基为OH，OR，OC（O）R，SO.sub.3，SO.sub.2R，NO.sub.2，NO或PO（OR）.sub.2，其中R为芳基或C.sub.1-C.sub.8烷基；n为0、1或2；R.sub.1、R.sub.2、R.sub.3、P.sub.4和R.sub.5中的每一个独立地表示氢、C.sub.1到C.sub.8烷基或芳基1-取代-1,4-二氮杂双环[2.2.2]辛烷或1,4-二氮杂双环[2.2.2]辛烷单N-氧化物，以连接Z基，然后在不与氟反应的溶剂和氟离子清除剂的存在下，与分子氟反应，产生X离子。这些化合物可用作引入有机化合物中的氟化剂。