3-(2-bromophenyl)-2-chloropyridine | 1312012-38-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-(2-bromophenyl)-2-chloropyridine
• CAS: 1312012-38-6
• 化学式: C₁₁H₇BrClN
• 分子量: 268.54
• InChiKey: RMQOLXCUYOWIFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• 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：
  1

反应信息

• 作为反应物：
  描述：

  3-(2-bromophenyl)-2-chloropyridine 在 三溴化磷 作用下， 反应 40.0h， 以85%的产率得到2-bromo-3-(2-bromophenyl)pyridine
  参考文献：
  名称：

  Azadibenzophospholes: Functional Building Blocks with Pronounced Electron-Acceptor Character

  摘要：

  A series of azadibenzophospholes with varying location of the nitrogen center has been synthesized and comprehensively characterized. In the context of the study, suitably brominated phenylpyridine precursors were accessed via Suzuki-Miyaura cross-coupling for the first time. Despite being nonfluorescent, X-ray crystallographic studies of two azadibenzophosphole oxides revealed planar conjugated scaffolds with high degree of pi-conjugation. The P-oxidized species were found to show desirable reversible reduction features that support promising electron-accepting properties of the materials. The presence of the nitrogen as well as phosphorus centers within the scaffold allowed for further functionalization with transition metals, as well as methyl groups that result in altered absorption and redox features for the materials. Subsequent bromination of the scaffold selectively occurred at the exocydic P-phenyl group, as confirmed via X-ray crystallography. This halogenation allowed for further modification of the system via catalytic cross-coupling with pyridine.

  DOI：

  10.1021/ic200951x
• 作为产物：
  描述：

  3-溴-2-氯吡啶 、 2-溴苯基硼酸 在 四(三苯基膦)钯 、 sodium hydroxide 作用下， 以 水 为溶剂， 以74 %的产率得到3-(2-bromophenyl)-2-chloropyridine
  参考文献：
  名称：

  钯催化双 N-芳基化获得不对称 N,N'-联咔唑支架

  摘要：

  在此，报道了 9 H-咔唑-9-胺和 2,2'-二溴-1,1'-联苯的钯催化双 C-N 偶联。该协议提供了对N , N'-联咔唑支架的访问，这些支架经常被用作构建功能性共价有机框架 (COF) 的连接体。基于该化学反应，以中等到高产率合成了多种取代的N , N'-联咔唑，并且通过四溴化物4和四炔化物5等COF单体的合成展示了该方法的潜在应用。

  DOI：

  10.1021/acs.joc.3c00637

文献信息

• Efficient synthesis of α- and δ-carbolines by sequential Pd-catalyzed site-selective C–C and twofold C–N coupling reactions
  作者：Tran Quang Hung、Tuan Thanh Dang、Julia Janke、Alexander Villinger、Peter Langer

  DOI：10.1039/c4ob02226b

  日期：——

  Two concise and efficient approaches were developed for the synthesis of α- and δ-carboline derivatives.

  开发了两种简洁高效的方法来合成α-和δ-咔啉衍生物。