1-[2-(2,4-dichlorophenyl)-2-oxoethyl]pyridinium bromide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-(2,4-dichlorophenyl)-2-oxoethyl]pyridinium bromide
• 英文别名: 1-(2,4-Dichlorophenyl)-2-pyridinium-1-ylethan-1-onebromide；1-(2,4-dichlorophenyl)-2-pyridin-1-ium-1-ylethanone;bromide
• 化学式: Br*C₁₃H₁₀Cl₂NO
• 分子量: 347.038
• InChiKey: HTDDJMSHMKFUKU-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.17
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  21
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[2-(2,4-dichlorophenyl)-2-oxoethyl]pyridinium bromide 在 硫脲 作用下， 生成 2-(2,4-二氯苯基)-咪唑并[1,2-a]吡啶
  参考文献：
  名称：

  Microwave-Assisted, One-Pot Three Component Synthesis of 2-PhenylH-imidazo[1,2-α]pyridine

  摘要：

  描述了一种新颖的合成方法，通过在微波辐射和无溶剂条件下，将吡啶、胍嘧啶（尿素或硫脲）和α-溴酮进行一锅法三组分反应，得到了优异的产率的2-苯基H-咪唑[1,2-α]吡啶。

  DOI：

  10.1155/2012/198615
• 作为产物：
  描述：

  2,4-二氯苯乙酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 溴 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成 1-[2-(2,4-dichlorophenyl)-2-oxoethyl]pyridinium bromide
  参考文献：
  名称：

  Discovery and High-Throughput Screening of Heteroleptic Iridium Complexes for Photoinduced Hydrogen Production

  摘要：

  The catalytic process of photoinduced hydrogen generation via the reduction of water has been investigated. The use of parallel synthetic techniques has facilitated the synthesis of a 32 member library of heteroleptic iridium complexes that was screened, using high-throughput photophysical techniques, to identify six potential photosensitizers for use in catalytic photoinduced hydrogen production. A Pd/Ni thin film hydrogen selective sensor allowed for rapid quantification of hydrogen produced via illumination of aqueous systems of the photosensitizer, tris(2,2'-dipyridyl)dichlorocobalt ([Co(bpy)(3)]Cl-2), and triethanolamine (a sacrificial reductant) with ultra-bright light emitting diodes (LEDs). The use of an 8-well parallel photoreactor expedited the investigation of the hydrogen evolution process and facilitated mechanistic studies. All six compounds investigated produced considerably more hydrogen than commonly utilized photosensitizers and had relative quantum efficiencies of hydrogen production up to 37 times greater than that of Ru(bpy)(3)(2+).

  DOI：

  10.1021/ja0427101

文献信息

• Reusable Supported Pyridine-Mediated Cascade Synthesis of <i>trans</i>-2,3-Dihydroindoles via In Situ-Generated <i>N</i>-Ylide
  作者：Anshul Jain、Anitta Regina、Akanksha Kumari、Ranjan Patra、Manikandan Paranjothy、Nirmal K. Rana

  DOI：10.1021/acs.orglett.3c01295

  日期：2023.5.26

  Merrifield resin-anchored pyridines were prepared and applied as reusable mediators for trans-selective cascade synthesis of 2,3-dihydroindoles. The developed approach relied on in situ N-ylide formation followed by Michael substitution reactions. The cascade reaction was also carried out efficiently with simple pyridine. The products were further transformed into synthetically valuable compounds,

  制备了 Merrifield 树脂锚定的吡啶，并将其用作可重复使用的介质，用于2,3-二氢吲哚的反式选择性级联合成。开发的方法依赖于原位N-叶立德形成，然后是迈克尔取代反应。级联反应也可以用简单的吡啶有效地进行。产物进一步转化为具有合成价值的化合物，负载的吡啶可重复用于多个循环。密度泛函理论计算证实反式选择性是较低能量的途径。
• Unconventional [2 + 3] Cyclization Involving [1,4]-Sulfonyl Transfer to Construct Polysubstituted Fluorazones as Inhibitors of Indoleamine 2,3-Dioxygenase 1
  作者：Xue Tang、Nan Zhang、Gu He、Cheng-Hao Li、Wei Huang、Xiao-Yun Wang、Gu Zhan、Bo Han

  DOI：10.1021/acs.orglett.0c02836

  日期：2020.10.16

  An unconventional [2 + 3] cyclization of pyridinium ylides with 2-ylideneoxindoles has been developed for the facile construction of pharmacologically interesting polysubstituted 9H-pyrrolo[1,2-a]indol-9-ones (fluorazones). Mechanistic studies revealed that the reaction, which has a broad substrate scope, proceeds via intermolecular [1,4]-sulfonyl transfer. Moreover, biological evaluation showed that polysubstituted fluorazone 3ak potently inhibits indoleamine 2,3-dioxygenase 1, kynurenine production, and immunotolerance in tumors.
• Microwave-Assisted, One-Pot Three Component Synthesis of 2-Phenyl<i>H</i>-imidazo[1,2-α]pyridine
  作者：Kourosh Motevalli、Zahra Yaghoubi、Roghieh Mirzazadeh

  DOI：10.1155/2012/198615

  日期：——

  A novel synthesis of 2-phenylH-imidazio[1,2-α] pyridines is described from a one-pot, three-component reaction between pyridine, guanidine (urea or thiourea) and α-bromoketones under microwave irradiation and solvent-free conditions in excellent yields.

  描述了一种新颖的合成方法，通过在微波辐射和无溶剂条件下，将吡啶、胍嘧啶（尿素或硫脲）和α-溴酮进行一锅法三组分反应，得到了优异的产率的2-苯基H-咪唑[1,2-α]吡啶。
• Discovery and High-Throughput Screening of Heteroleptic Iridium Complexes for Photoinduced Hydrogen Production
  作者：Jonas I. Goldsmith、William R. Hudson、Michael S. Lowry、Timothy H. Anderson、Stefan Bernhard

  DOI：10.1021/ja0427101

  日期：2005.5.25

  The catalytic process of photoinduced hydrogen generation via the reduction of water has been investigated. The use of parallel synthetic techniques has facilitated the synthesis of a 32 member library of heteroleptic iridium complexes that was screened, using high-throughput photophysical techniques, to identify six potential photosensitizers for use in catalytic photoinduced hydrogen production. A Pd/Ni thin film hydrogen selective sensor allowed for rapid quantification of hydrogen produced via illumination of aqueous systems of the photosensitizer, tris(2,2'-dipyridyl)dichlorocobalt ([Co(bpy)(3)]Cl-2), and triethanolamine (a sacrificial reductant) with ultra-bright light emitting diodes (LEDs). The use of an 8-well parallel photoreactor expedited the investigation of the hydrogen evolution process and facilitated mechanistic studies. All six compounds investigated produced considerably more hydrogen than commonly utilized photosensitizers and had relative quantum efficiencies of hydrogen production up to 37 times greater than that of Ru(bpy)(3)(2+).