2-(4'-methoxy-3-methyl-[1,1'-biphenyl]-2-yl)pyridine | 1027335-57-4

• 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: 2-(4'-methoxy-3-methyl-[1,1'-biphenyl]-2-yl)pyridine
• 英文别名: 2-[2-(4-Methoxyphenyl)-6-methylphenyl]pyridine；2-[2-(4-methoxyphenyl)-6-methylphenyl]pyridine
• CAS: 1027335-57-4
• 化学式: C₁₉H₁₇NO
• 分子量: 275.35
• InChiKey: LGGQIKUMWGZFCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(邻甲苯)吡啶 在 硫酸 、 碘 、 palladium diacetate 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 6.5h， 生成 2-(4'-methoxy-3-methyl-[1,1'-biphenyl]-2-yl)pyridine
  参考文献：
  名称：

  Catalytic Electrochemical C–H Iodination and One-Pot Arylation by ON/OFF Switching of Electric Current

  摘要：

  Palladium-catalyzed electrochemical iodination and one-pot arylation of arylpyridines are described. Ortho-selective C-H iodination proceeded via dual activation of each substrate by a palladium catalyst and an electrode. Various aryl groups were introduced at the ortho positions of arylpyridines by ON/OFF switching of two different catalytic cycles using the same palladium catalyst in a one-pot fashion.

  DOI：

  10.1021/jo3012286

文献信息

• [EN] PROCESS FOR FORMING A CARBON-CARBON BOND<br/>[FR] PROCÉDÉ DE FORMATION D'UNE LIAISON CARBONE-CARBONE
  申请人：UNIV MANCHESTER

  公开号：WO2019215426A1

  公开（公告）日：2019-11-14

  A process for forming a carbon-carbon bond to couple an aryl or heteroaryl group of a first compound with an aryl or heteroaryl group of a second compound, the process comprising reacting the first compound with the second compound in the presence of a catalytically effective amount of a neutral or cationic ruthenium(II) catalyst of formula (I):

  一种形成碳-碳键的工艺，用于将第一化合物中的芳基或杂芳基团与第二化合物中的芳基或杂芳基团偶联，该工艺包括在存在公式(I)的中性或阳离子钌(II)催化剂的催化有效量下，使第一化合物与第二化合物反应：
• Photo‐Induced Ruthenium‐Catalyzed C−H Arylations at Ambient Temperature
  作者：Korkit Korvorapun、Julia Struwe、Rositha Kuniyil、Agnese Zangarelli、Anna Casnati、Marjo Waeterschoot、Lutz Ackermann

  DOI：10.1002/anie.202003035

  日期：2020.10.5

  Ambient temperature ruthenium‐catalyzed C−H arylations were accomplished by visible light without additional photocatalysts. The robustness of the ruthenium‐catalyzed C−H functionalization protocol was reflected by a broad range of sensitive functional groups and synthetically useful pyrazoles, triazoles and sensitive nucleosides and nucleotides, as well as multifold C−H functionalizations. Biscyclometalated

  环境温度钌催化的 C−H 芳基化反应是通过可见光完成的，无需额外的光催化剂。钌催化的 C−H 官能化方案的稳健性体现在广泛的敏感官能团和合成上有用的吡唑、三唑和敏感核苷和核苷酸，以及多重 C−H 官能化。通过详细的计算和实验机理分析，双环金属化钌配合物被确定为光氧化还原钌催化中的关键中间体。计算表明，原位形成的光活性钌物质优选经历内球电子转移。
• Ru-catalyzed aerobic oxidative coupling of arylboronic acids with arenes
  作者：Hong Li、Wei Wei、Yuan Xu、Chao Zhang、Xiaobing Wan

  DOI：10.1039/c0cc04322b

  日期：——

  A Ru-catalyzed oxidative coupling of arenes with boronic acids using molecular oxygen via direct C-H activation is reported. Both the scope and the mechanism of the process are discussed.

  据报道，使用分子氧通过直接CH活化，Ru催化了芳烃与硼酸的氧化偶联。讨论了过程的范围和机制。
• One‐Pot Tandem Photoredox and Cross‐Coupling Catalysis with a Single Palladium Carbodicarbene Complex
  作者：Yu‐Cheng Hsu、Vincent C.‐C. Wang、Ka‐Chun Au‐Yeung、Chung‐Yu Tsai、Chun‐Chi Chang、Bo‐Chao Lin、Yi‐Tsu Chan、Chao‐Ping Hsu、Glenn P. A. Yap、Titel Jurca、Tiow‐Gan Ong

  DOI：10.1002/anie.201800951

  日期：2018.4.16

  transition‐metal‐catalyzed coupling (2 e− process) and photoredox catalysis (1 e− process) has emerged as a powerful approach to catalyze difficult cross‐coupling reactions under mild reaction conditions. Reported is a palladium carbodicarbene (CDC) complex that mediates both a Suzuki–Miyaura coupling and photoredox catalysis for C−N bond formation upon visible‐light irradiation. These two catalytic pathways

  常规的过渡金属催化的偶联（2的组合 ë -和photoredox催化（1过程）  ë -处理）已经成为一种强有力的方法来催化温和反应条件下难以交叉偶联反应。报道了一种钯碳二碳烯（CDC）复合物，它在可见光照射下介导铃木-宫浦偶合和光氧化还原催化C-N键的形成。这两种催化途径可以结合起来，以促进传统的过渡金属催化的偶合和光氧化还原催化，在环境条件下用单一催化剂在高效的一锅法中介导CH芳基化。
• Helical Carbenium Ion: A Versatile Organic Photoredox Catalyst for Red-Light-Mediated Reactions
  作者：Liangyong Mei、José M. Veleta、Thomas L. Gianetti

  DOI：10.1021/jacs.0c05507

  日期：2020.7.15

  m (nPr-DMQA+) tetrafluoroborate) has been used as an organic photoredox catalyst for photoreductions and photooxidations in the presence of red light (λmax = 640 nm). It has catalyzed red-light-mediated dual transition-metal/photoredox-catalyzed C-H arylation and intermolecular atom transfer radical addition through oxidative quenching. Moreover, its potential in photooxidation catalysis has also been

  红光具有能量低、健康风险小、通过各种介质穿透深度高等优点。在此，螺旋碳鎓离子（N,N'-二正丙基-1,13-二甲氧基喹吖啶鎓（nPr-DMQA+）四氟硼酸盐）已被用作有机光氧化还原催化剂，用于在红光（λmax = 640 纳米）。它通过氧化猝灭催化红光介导的双过渡金属/光氧化还原催化的 CH 芳基化和分子间原子转移自由基加成。此外，其在红光诱导的芳基硼酸有氧氧化羟基化和通过还原淬灭的苄基 C(sp3)-H 氧化中的成功应用也证明了其在光氧化催化中的潜力。因此，