(Z)-4-(2-bromo-1-fluorovinyl)-1,2-dichlorobenzene | 1206904-77-9

• 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: (Z)-4-(2-bromo-1-fluorovinyl)-1,2-dichlorobenzene
• 英文别名: 4-[(Z)-2-bromo-1-fluoroethenyl]-1,2-dichlorobenzene
• CAS: 1206904-77-9
• 化学式: C₈H₄BrCl₂F
• 分子量: 269.928
• InChiKey: MHAVOSHRXRQDJV-YWEYNIOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (Z)-4-(2-bromo-1-fluorovinyl)-1,2-dichlorobenzene 、 三正丁基2-吡啶基锌 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 10.0h， 以80%的产率得到(Z)-2-(2-(3,4-dichlorophenyl)-2-fluorovinyl)pyridine
  参考文献：
  名称：

  A general preparation of (Z)-1-fluorostilbene derivatives for the design of conformationally restricted peptidomimetics

  摘要：

  The preparation of (Z)-1-fluoro-2-bromostyrenes provides a general route for the formation of (Z)-1-fluorostilbene derivatives as configurationally stable spacial linkers for the design of conformationally restricted peptidomimetics. Palladium-catalyzed aryl Suzuki and Stille cross-coupling reactions have been surveyed to proceed with complete retention of fluoroalkene geometry, and permit the direct incorporation of a variety of aryl and heteroaromatic substituents. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.099
• 作为产物：
  描述：

  1,2-dichloro-4-(2,2-dibromo-1-fluoroethyl)benzene 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以70%的产率得到(Z)-4-(2-bromo-1-fluorovinyl)-1,2-dichlorobenzene
  参考文献：
  名称：

  A general preparation of (Z)-1-fluorostilbene derivatives for the design of conformationally restricted peptidomimetics

  摘要：

  The preparation of (Z)-1-fluoro-2-bromostyrenes provides a general route for the formation of (Z)-1-fluorostilbene derivatives as configurationally stable spacial linkers for the design of conformationally restricted peptidomimetics. Palladium-catalyzed aryl Suzuki and Stille cross-coupling reactions have been surveyed to proceed with complete retention of fluoroalkene geometry, and permit the direct incorporation of a variety of aryl and heteroaromatic substituents. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.099

文献信息

• A general preparation of (Z)-1-fluorostilbene derivatives for the design of conformationally restricted peptidomimetics
  作者：David R. Williams、Micheal W. Fultz、Thomas E. Christos、Jeffery S. Carter

  DOI：10.1016/j.tetlet.2009.10.099

  日期：2010.1

  The preparation of (Z)-1-fluoro-2-bromostyrenes provides a general route for the formation of (Z)-1-fluorostilbene derivatives as configurationally stable spacial linkers for the design of conformationally restricted peptidomimetics. Palladium-catalyzed aryl Suzuki and Stille cross-coupling reactions have been surveyed to proceed with complete retention of fluoroalkene geometry, and permit the direct incorporation of a variety of aryl and heteroaromatic substituents. (C) 2009 Elsevier Ltd. All rights reserved.