2-氯-3,4-二碘吡啶 | 153034-91-4

• 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
• 中文名称: 2-氯-3,4-二碘吡啶
• 英文名称: 2-chloro-3,4-diiodopyridine
• CAS: 153034-91-4
• 化学式: C₅H₂ClI₂N
• 分子量: 365.34
• InChiKey: KVKNKYILEPWLQE-UHFFFAOYSA-N

物化性质

• 熔点：
  159-163°C
• 沸点：
  338.7±42.0 °C(Predicted)
• 密度：
  2.633±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• 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

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  2-氯-3,4-二碘吡啶 在 potassium phosphate 、 potassium acetate 、 三苯基膦 作用下， 以 N,N-二甲基乙酰胺 、 乙腈 为溶剂， 反应 30.0h， 生成 1-chlorobenzofuro[2,3-c]pyridine
  参考文献：
  名称：

  过渡金属配合物、聚合物、混合物、组合物及有机电子器件

  摘要：

  本发明公开了一种过渡金属配合物、聚合物、混合物、组合物及有机电子器件。该过渡金属配合物，具有如化学式(1)所示的结构通式，其合成简单、结构新颖，同时具有较好的稳定性、寿命长，发光性能好，化学式(1)便于实现高效、高亮度、高稳定的OLED器件，对全彩显示和照明应用提供了较好的材料选项。。

  公开号：

  CN110981895B
• 作为产物：
  描述：

  2-氯-3-碘吡啶 在 碘 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以71%的产率得到2-氯-3,4-二碘吡啶
  参考文献：
  名称：

  First metalation of aryl iodides: directed ortho-lithiation of iodopyridines, halogen-dance, and application to synthesis

  摘要：

  Metalation of iodopyridines was successfully achieved by LDA at low temperature. In many cases, lithiation is ortho directed by the iodo group which subsequently ortho-migrates very fast to give stabilized iodolithiopyridines. This procedure was applied to 2-fluoro-and 2-chloro-3-iodopyridines, 3-fluoro-4-iodopyridine, and 2-chloro-3-fluoro-4-iodopyridine. The resulting lithio intermediates were obtained in high yields before being reacted with electrophiles leading to various polysubstituted pyridines. Some of these iodopyridines were used as key molecules for the synthesis of fused polyaromatic alkaloids. Thus, perlolidine, delta-carbolines, and 2,10-diazaphenanthrenes were readily prepared in few steps taking advantage of the iodo reactivity for heteroring cross-coupling.

  DOI：

  10.1021/jo00079a031

文献信息

• Palladium-catalysed aminocarbonylation of diiodopyridines
  作者：Attila Takács、Georgina Márta Varga、Johanna Kardos、László Kollár

  DOI：10.1016/j.tet.2017.02.062

  日期：2017.4

  The aminocarbonylation of 2,5- and 2,3-diiodopyridine, as well as 2-chloro-3,4-diiodopyridine with carbon monoxide and various primary and secondary amines was carried out using palladium-catalysed aminocarbonylation. The formation of the products containing carboxamide and ketocarboxamide functionalities was accompanied by the formation of imides when ortho-diiodo compounds were used as substrates

  2，5-和2，3-二碘吡啶以及2-氯-3，4-二碘吡啶与一氧化碳以及各种伯胺和仲胺的氨基羰基化反应是通过钯催化的氨基羰基化反应进行的。当使用邻二碘代化合物作为底物时，形成含有羧酰胺和酮羧酰胺官能团的产物伴随着酰亚胺的形成。尽管有几种可能的反应途径，但通过适当地改变反应条件，大多数产物被合成为主要产物，具有合成目的的产率。
• Iterative and regioselective cross-couplings of 2-chloro-3,4-diiodopyridine leading to 2,3,4-triheteroarylpyridines
  作者：Laura M. Daykin、Jamie S. Siddle、Adrian L. Ankers、Andrei S. Batsanov、Martin R. Bryce

  DOI：10.1016/j.tet.2009.11.066

  日期：2010.1

  A one-pot synthesis of 2-chloro-3,4-diiodopyridine from 2-chloropyridine is described via a Directed ortho Metallation (DoM)/Halogen Dance (HD) mechanism in 26–28% yields. By performing sequential, iterative Suzuki–Miyaura cross-couplings using a variety of functionalised heteroaryl and arylboronic acids, a series of novel 2,3,4-triheteroarylpyridine scaffolds have been accessed in synthetically viable

  通过定向邻位金属化（D oM）/ Halogen Dance（HD）机制，产率为26–28％。通过使用各种官能化的杂芳基和芳基硼酸进行顺序的，迭代的Suzuki-Miyaura交叉偶联，已经获得了一系列合成上可行的新型2,3,4-三杂芳基吡啶骨架，包括空间受阻的衍生物。还报道了2-氯-4-杂芳基-3-碘吡啶和2-氯-3,4-二杂芳基吡啶。通过两步Sonogashira / Suzuki-Miyaura反应序列由2-氯-3,4-二碘吡啶和苯基乙炔合成5- [3,4-双（2-苯基乙炔基）吡啶-2-基] -2-氟吡啶6-氟吡啶-3--3-基硼酸的总收率达到48％。
• 过渡金属配合物、聚合物、混合物、组合物及有机电子器件
  申请人：广州华睿光电材料有限公司

  公开号：CN110981895B

  公开（公告）日：2023-08-25

  本发明公开了一种过渡金属配合物、聚合物、混合物、组合物及有机电子器件。该过渡金属配合物，具有如化学式(1)所示的结构通式，其合成简单、结构新颖，同时具有较好的稳定性、寿命长，发光性能好，化学式(1)便于实现高效、高亮度、高稳定的OLED器件，对全彩显示和照明应用提供了较好的材料选项。。
• First metalation of aryl iodides: directed ortho-lithiation of iodopyridines, halogen-dance, and application to synthesis
  作者：P. Rocca、C. Cochennec、F. Marsais、L. Thomas-dit-Dumont、M. Mallet、A. Godard、G. Queguiner

  DOI：10.1021/jo00079a031

  日期：1993.12

  Metalation of iodopyridines was successfully achieved by LDA at low temperature. In many cases, lithiation is ortho directed by the iodo group which subsequently ortho-migrates very fast to give stabilized iodolithiopyridines. This procedure was applied to 2-fluoro-and 2-chloro-3-iodopyridines, 3-fluoro-4-iodopyridine, and 2-chloro-3-fluoro-4-iodopyridine. The resulting lithio intermediates were obtained in high yields before being reacted with electrophiles leading to various polysubstituted pyridines. Some of these iodopyridines were used as key molecules for the synthesis of fused polyaromatic alkaloids. Thus, perlolidine, delta-carbolines, and 2,10-diazaphenanthrenes were readily prepared in few steps taking advantage of the iodo reactivity for heteroring cross-coupling.