1,2-bis(bromomethyl)-4,5-diiodobenzene | 423756-29-0

• 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: 1,2-bis(bromomethyl)-4,5-diiodobenzene
• CAS: 423756-29-0
• 化学式: C₈H₆Br₂I₂
• 分子量: 515.753
• InChiKey: CDDCKGWJCWKFJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,2-bis(bromomethyl)-4,5-diiodobenzene 在 bis-triphenylphosphine-palladium(II) chloride 哌啶 、 copper(l) iodide 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 56.5h， 生成 1,2-bis-p-tolylethynyl-4,5-bis(2-p-tolyl-vinyl)-benzene
  参考文献：
  名称：

  Synthesis and electronic properties of bis-styryl substituted trimeric aryleneethynylenes. Comparison of cruciforms with iso-cruciforms

  摘要：

  Four 1,2-distyryl-4,5-bis(phenylethynyl)benzenes are described. A two step synthesis, a combination of Homer and Sonogashira methods is utilized. The targets and their para isomers were examined by UV-vis and fluorescence spectroscopies as well as by cyclic voltammetry. They show solvatochromic behavior and are easily oxidized if the styryl units carry dialkylamino substitutents. Single crystal structures of three derivatives have been obtained. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.06.040
• 作为产物：
  描述：

  邻二甲苯 在 N-溴代丁二酰亚胺(NBS) 、 硫酸 、 溶剂黄146 、 高碘酸 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 5.0h， 生成 1,2-bis(bromomethyl)-4,5-diiodobenzene
  参考文献：
  名称：

  Synthesis of Polycyclic Aromatics from a Diiodosultine by Suzuki-Miyaura Cross-Coupling and Diels-Alder Reaction

  摘要：

  A convergent synthesis of polycyclic aromatic compounds by the application of Suzuki-Miyaura cross-coupling and Die Is-Alder reaction as key steps is described.

  DOI：

  10.3987/com-10-s(e)63

文献信息

• Modification of Indane-Based Unusual α-Amino Acid Derivatives via the Suzuki-Miyaura Coupling Reaction
  作者：Sambasivarao Kotha、Somnath Halder、Kakali Lahiri (née Chakraborty)

  DOI：10.1055/s-2002-20026

  日期：——

  Various highly functionalized indane-based unusual α-amino acid derivatives have been prepared via the Suzuki-Miyaura coupling reaction as a key step.

  作为关键步骤，通过 Suzuki-Miyaura 偶联反应制备了各种高度官能化的基于茚满的不寻常 α-氨基酸衍生物。
• The Diels-Alder Approach for the Synthesis of Tetralin-Based α-Amino Acid Derivatives and their Modification by the Suzuki-Miyaura Cross-Coupling Reaction
  作者：Sambasivarao Kotha、Arun Kumar Ghosh

  DOI：10.1055/s-2004-815987

  日期：——

  peptides. Due to the nonavailability of simple synthetic methods to deliver complex cyclic AAAs, only simplest members of this class have been used in the peptide area. In this regard, we have developed a new method to prepare various highly functionalized tetralin-based unusual AAA derivatives 22, 37-43 by trapping o-xylylene (or o-quino-dimethane) intermediate with methyl 2-acetamidoacrylate (12). In addition

  基于 Tetralin 的 α-氨基酸 (AAA) 是苯丙氨酸 (Phe) 的受限类似物，广泛用于各种生物活性肽的设计和合成。由于无法使用简单的合成方法来传递复杂的环状 AAA，因此在肽领域仅使用了此类中最简单的成员。在这方面，我们开发了一种新方法，通过用 2-乙酰氨基丙烯酸甲酯 (12) 捕获邻二甲苯（或邻醌二甲烷）中间体来制备各种高度官能化的基于四氢化萘的不寻常 AAA 衍生物 22、37-43。此外，我们还通过 Suzuki-Miyaura 交叉偶联反应对 diidotetralin 衍生物 40 进行了修饰。
• Diversity-Oriented Approach to 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid (Tic) Derivatives Using Diethyl Acetamidomalonate as a Glycine Equivalent: Further Expansion by Suzuki–Miyaura Cross-Coupling Reaction
  作者：Sambasivarao Kotha、Shilpi Misra、Nimita Gopal Krishna、Nagaraju Devunuri、Henning Hopf、Abhilash Keecherikunnel

  DOI：10.3987/com-09-s(s)103

  日期：——

  Synthesis of diverse 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) derivatives and its higher analogues are reported using diethyl acetamidomalonate as a glycine equivalent. In addition, various substituted Tic derivatives are assembled by application of Suzuki-Miyaura cross-coupling reaction as a key step.
• Diversity-Oriented Approach to 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid (Tic) Derivatives
  作者：Sambasivarao Kotha、Shilpi Misra、Nimita Gopal Krishna、Vijayalakshmi Bandi、Mohammad Saifuddin、Nagaraju Devunuri

  DOI：10.3987/com-15-s(t)16

  日期：——

  A convenient method is reported for synthesizing various 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives and bis-armed acid derivatives by treating dibromo-o-xylylenes precursor with diethyl acetamidomalonate under basic conditions. Suzuki coupling reaction has been to expand this methodology. One of the structure revision of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid into bis-armed amino acid is also reported.
• Diels–alder approach to tetralin-based constrained α-amino acid derivatives
  作者：Sambasivarao Kotha、Thota Ganesh、Arun Kumar Ghosh

  DOI：10.1016/s0960-894x(00)00333-4

  日期：2000.8

  Tetralin-based constrained alpha-amino acid derivatives were prepared via [4 + 2]-cycloaddition reaction as a key step. Here sultine is used as a latent diene and 2-acetamidoacrylate serves as a dienophile component. (C) 2000 Elsevier Science Ltd. All rights reserved.