2,6-di-(3-thienyl)pyridine | 128140-93-2

• 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: 2,6-di-(3-thienyl)pyridine
• 英文别名: 2,6-di(thiophen-3-yl)pyridine
• CAS: 128140-93-2
• 化学式: C₁₃H₉NS₂
• 分子量: 243.353
• InChiKey: ADFHHVOGMPJJLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,6-二氯吡啶 、 3-噻吩硼酸 在 C₈₄H₆₄Cl₃N₃Pd 、 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以98%的产率得到2,6-di-(3-thienyl)pyridine
  参考文献：
  名称：

  空气中“杂成但灵活的”钯-PEPPSI络合物催化的（杂）芳基氯化物和（杂）芳基硼酸的高效Suzuki-Miyaura交叉偶联

  摘要：

  设计并合成了一系列Pd-PEPPSI复合物。系统地研究了催化剂结构与性能之间的关系。结果表明，具有“大而灵活”的带有C3的萘基骨架是高效的预催化剂，在存在钯的情况下，可以成功地将Suzuki-Miyaura用于（杂）芳基氯与（杂）芳基硼酸的Suzuki-Miyaura反应。空气中的弱无机碱。

  DOI：

  10.1002/cctc.201701076

文献信息

• The Highly Efficient Suzuki-Miyaura Cross-Coupling of (Hetero)aryl Chlorides and (Hetero)arylboronic Acids Catalyzed by “Bulky-yet-Flexible” Palladium-PEPPSI Complexes in Air
  作者：Jia-Sheng Ouyang、Yan-Fang Li、Fei-Dong Huang、Dong-Dong Lu、Feng-Shou Liu

  DOI：10.1002/cctc.201701076

  日期：2018.1.23

  Pd–PEPPSI complexes were designed and synthesized. The relationship between catalyst structure and properties was systematically investigated. It was revealed that “bulky‐yet‐flexible” C3 bearing ancenaphthyl backbone was a highly efficient precatalyst and could be successfully employed in Suzuki–Miyaura reactions of (hetero)aryl chlorides with (hetero)arylboronic acids at a low palladium loading in the presence

  设计并合成了一系列Pd-PEPPSI复合物。系统地研究了催化剂结构与性能之间的关系。结果表明，具有“大而灵活”的带有C3的萘基骨架是高效的预催化剂，在存在钯的情况下，可以成功地将Suzuki-Miyaura用于（杂）芳基氯与（杂）芳基硼酸的Suzuki-Miyaura反应。空气中的弱无机碱。
• Synthesis of 2,6-diaryl-substituted pyridines and their antitumor activities
  作者：Jong-Keun Son、Long-Xuan Zhao、Arjun Basnet、Pritam Thapa、Radha Karki、Younghwa Na、Yurngdong Jahng、Tae Cheon Jeong、Byeong-Seon Jeong、Chong-Soon Lee、Eung-Seok Lee

  DOI：10.1016/j.ejmech.2007.05.002

  日期：2008.4

  For the development of novel antitumor agents, we designed and synthesized 2,6-diaryl-substituted pyridine derivatives bearing three aryl groups, which are the bioisosteres of terpyridine, and evaluated their biological activities. Most of the 18 prepared compounds showed moderate cytotoxicity against several human cancer cell lines. From the structure-activity relationships we may conclude that the number of aryl groups employed would be critical for their biological activities. (c) 2007 Elsevier Masson SAS. All rights reserved.
• Convenient Synthesis of Various Terheterocyclic Compounds by Pd(0)-Catalyzed Coupling Reactions
  作者：Salo Gronowitz、Dan Peters

  DOI：10.3987/com-89-s90

  日期：——
• Heteroaryl–Heteroaryl Suzuki–Miyaura Cross-Coupling Enabled by Large-but-Flexible Dibenzobarrelene-Derived Pd-NHC Precatalysts
  作者：Mia Guo、Yu Zhang、Meng-Jiao Zhang、Tian Li、Jia-Yi Wu、Feng-Shou Liu

  DOI：10.1021/acs.organomet.3c00225

  日期：2023.8.14

  in Pd-catalyzed challenging heteroaryl–heteroaryl Suzuki–Miyaura cross-coupling reactions under aerobic conditions, exhibiting a general and highly efficient protocol for a range of challenging substrates. Additionally, the current protocols were successfully applied to the synthesis of valuable functional small molecules and conjugated mesopolymers. These findings have significant implications for the

  本研究描述了一类由二苯并桶烯衍生的“大而灵活”的 Pd-NHC 配合物。这些配合物已成功用于有氧条件下钯催化的具有挑战性的杂芳基-杂芳基铃木-宫浦交叉偶联反应，展示了针对一系列具有挑战性的底物的通用且高效的方案。此外，当前的方案已成功应用于有价值的功能小分子和共轭介观聚合物的合成。这些发现对于有机和功能材料合成领域新型高效催化方法的开发具有重要意义。