2-pyridyltriphenylphosphonium bromide | 79462-49-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-pyridyltriphenylphosphonium bromide
• 英文别名: triphenyl(pyridin-2-yl)phosphonium bromide；Triphenyl(pyridin-2-yl)phosphanium;bromide
• CAS: 79462-49-0
• 化学式: Br*C₂₃H₁₉NP
• 分子量: 420.288
• InChiKey: XXZWIPFJRFETKK-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-pyridyltriphenylphosphonium bromide 在 sodium hydroxide 作用下， 以 水 为溶剂， 以90%的产率得到三苯基氧化膦
  参考文献：
  名称：

  Zhmurova, I. N.; Kosinskaya, I. M.; Pinchuk, A. M., Journal of general chemistry of the USSR, 1981, vol. 51, # 7, p. 1304 - 1307

  摘要：

  DOI：
• 作为产物：
  描述：

  benzo[d]thiazol-2-yltriphenylphosphonium chloride 以 乙腈 为溶剂， 反应 13.0h， 生成 2-pyridyltriphenylphosphonium bromide
  参考文献：
  名称：

  Zhmurova, I. N.; Kosinskaya, I. M.; Pinchuk, A. M., Journal of general chemistry of the USSR, 1981, vol. 51, # 7, p. 1304 - 1307

  摘要：

  DOI：

文献信息

• From Pyridine-<i>N</i>-oxides to 2-Functionalized Pyridines through Pyridyl Phosphonium Salts: An Umpolung Strategy
  作者：Dmitry I. Bugaenko、Marina A. Yurovskaya、Alexander V. Karchava

  DOI：10.1021/acs.orglett.1c02165

  日期：2021.8.6

  The reactions of pyridine-N-oxides with Ph3P under the developed conditions provide an unprecedented route to (pyridine-2-yl)phosphonium salts. Upon activation with DABCO, these salts readily serve as functionalized 2-pyridyl nucleophile equivalents. This umpolung strategy allows for the selective C2 functionalization of the pyridine ring with electrophiles, avoiding the generation and use of unstable

  吡啶-N-氧化物与Ph 3 P 在已开发条件下的反应为（吡啶-2-基）鏻盐提供了前所未有的途径。用 DABCO 活化后，这些盐很容易用作功能化的 2-吡啶基亲核试剂等价物。这种 umpolung 策略允许使用亲电试剂对吡啶环进行选择性 C2 官能化，避免产生和使用不稳定的有机金属试剂。该协议在环境温度下运行并耐受敏感的官能团，从而能够合成其他具有挑战性的化合物。
• [EN] NOVEL CARBOXYLIC ACID COMPOUNDS USEFUL FOR INHIBITING MICROSOMAL PROSTAGLANDIN E2 SYNTHASE-1<br/>[FR] NOUVEAUX COMPOSÉS ACIDE CARBOXYLIQUE SERVANT À INHIBER LA PROSTAGLANDINE E2 SYNTHASE-1 MICROSOMALE
  申请人：LILLY CO ELI

  公开号：WO2016069374A1

  公开（公告）日：2016-05-06

  The present invention provides compounds of Formula 1, or a pharmaceutically acceptable salts, thereof, where R, X, A, E, and G are as described herein, methods of preparing the compounds, and use of the compounds to treat pain and/or inflammation.

  本发明提供了Formula 1的化合物，或其药用可接受的盐，其中R、X、A、E和G如本文所述，以及制备这些化合物的方法，以及使用这些化合物治疗疼痛和/或炎症。
• Dicationic phosphonium salts: Lewis acid initiators for the Mukaiyama-aldol reaction
  作者：Alejandro G. Barrado、Julia M. Bayne、Timothy C. Johnstone、Christian W. Lehmann、Douglas W. Stephan、Manuel Alcarazo

  DOI：10.1039/c7dt03197a

  日期：——

  dicationic phosphonium cations. The first method consists of the reaction of 1-chlorocyclopropenium salts with phosphines to obtain cyclopropenium-substituted phosphonium salts 10a–f[BF4]. Anion exchange was performed to access the corresponding [B(C6F5)4]− analogues 10a–f[B(C6F5)4], which showed much higher solubility in organic solvents. In addition, we developed a synthesis of dicationic phosphonium salts

  两种策略用于制备离子型phospho阳离子。第一种方法是将1-氯环丙烯盐与膦反应，得到环丙烯取代的phospho盐10a-f [BF 4 ]。进行阴离子交换可得到相应的[B（C 6 F 5）4 ] -类似物10a-f [B（C 6 F 5）4 ]，后者在有机溶剂中的溶解度更高。此外，我们开发了包含2-，3-或4-甲基吡啶取代基11a–c [TfO]的二价phospho盐的合成方法，这些取代基也可以转化为它们的[B（C6 F 5） 4 ] -类似物11a–c [B（C 6 F 5）4 ]。最后，还制备了苯氧基取代的salt盐12 [B（C 6 F 5）4 ]。与它们的氟化类似物相比，所有盐在空气中均表现出显着的稳定性。通过理论计算评估了这些盐的路易斯酸度，最后证明它们在引发Mukaiyama-aldol反应方面是有效的。
• Pyridoprimidine derivatives as antineoplastic agents
  申请人：ELI LILLY AND COMPANY

  公开号：EP0511792A2

  公开（公告）日：1992-11-04

  2-Amino-4-hydroxypyrido[2,3-d]pyrimidines, having a 6-substituted ethyl or ethenyl group, are useful antineoplastic agents.

  具有 6-取代乙基或乙烯基的 2-氨基-4-羟基吡啶并[2,3-d]嘧啶是有用的抗肿瘤药物。
• Synthesis of Phosphonium Salts—Phosphine Structure and Inorganic Salts Effects
  作者：Mária Mečiarová、Štefan Toma、André Loupy、Branislav Horváth

  DOI：10.1080/10426500701545950

  日期：2007.12.24

  Solvent-free reactions of 2- and 3-halopyridines with PPh3, PBu3, and PCy3 were studied under conventional heating, as well as under microwave irradiation. No difference was observed in the reaction course between classical and microwave reactions. 2-Bromopyridine gave quantitative yields of 2-pyridyltriphenylphosphonium bromide within few minutes at 190 degrees C. Equimolar amounts of some inorganic salts (LiPF6, LiOTf, LiBr NaPF6, KPF6) were necessary for the reactions of the other 2-halopyridines. 3-Halopyridines did not react with PPh3 even in the presence of LiPF6. Their reactions with PCy3 in the presence of LiPF6 resulted in the quantitative formation of dicyclohexylphosphine oxide.