(3-bromophenyl)(2-(pyridin-2-yl)phenyl)methanone | 1453098-84-4

• 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: (3-bromophenyl)(2-(pyridin-2-yl)phenyl)methanone
• 英文别名: (3-Bromophenyl)-(2-pyridin-2-ylphenyl)methanone
• CAS: 1453098-84-4
• 化学式: C₁₈H₁₂BrNO
• 分子量: 338.203
• InChiKey: VXKRUZZBZSKMFL-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：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-溴吡啶 在 十二羰基三钌 、 magnesium 、 1,2-二溴乙烷 作用下， 以 四氢呋喃 、 邻二甲苯 为溶剂， 160.0 ℃ 、1.0 MPa 条件下， 反应 22.5h， 生成 (3-bromophenyl)(2-(pyridin-2-yl)phenyl)methanone
  参考文献：
  名称：

  Ruthenium-Catalyzed Carbonylative Coupling of Anilines with Organoboranes by the Cleavage of Neutral Aryl C–N Bond

  摘要：

  Herein, we report the first ruthenium-catalyzed Suzuki-type carbonylative reaction of electronically neutral anilines via C(aryl)-N bond cleavage. Without any ligand and base, diaryl ketones can be obtained in moderate to high yields by using Ru-3(CO)(12) as the catalyst and chelation assisted by pyridine. The pyridine ring has a significant effect on both high efficiency and high regioselectivity in the cleavage of the aryl C-N bond in anilines.

  DOI：

  10.1021/acs.orglett.0c00736

文献信息

• Dual Photoredox/Palladium-Catalyzed C–H Acylation of 2-Arylpyridines with Oxime Esters
  作者：Xiao-Peng Liu、Jia-Rong Chen、Bin-Qing He、Yuan Gao、Peng-Zi Wang、Hong Wu、Hong-Bin Zhou

  DOI：10.1055/s-0040-1707252

  日期：2021.3

  unprecedented dual photoredox/palladium-catalyzed iminyl-radical-mediated C–C bond cleavage and directed ortho C–H acylation of 2-arylpyridines by using oxime esters is described. Oxime esters can serve as efficient acyl sources through formation of the corresponding acyl radicals by photoredox-catalyzed iminyl-radical-mediated C–C bond cleavage. This redox-neutral protocol features excellent regioselectivity

  描述了一种前所未有的双光氧化还原/钯催化亚胺基-自由基介导的 C-C 键裂解和使用肟酯的 2-芳基吡啶的定向邻位 C-H 酰化。肟酯可以通过光氧化还原催化亚胺基介导的 C-C 键裂解形成相应的酰基自由基作为有效的酰基来源。这种氧化还原中性方案具有出色的区域选择性、广泛的底物范围和对两种组分的良好官能团耐受性，提供广泛的芳基酮，通常具有良好的产率。
• Palladium-Catalyzed Synthesis of Aromatic Ketones and Isoindolobenzimidazoles<i>via</i>Selective Aromatic CH Bond Acylation
  作者：Juyou Lu、Hao Zhang、Xiaowu Chen、Hongxia Liu、Yuyang Jiang、Hua Fu

  DOI：10.1002/adsc.201200743

  日期：2013.1.9

  A convenient and efficient palladium-catalyzed synthesis of aromatic ketones and isoindolobenzimidazoles has been developed via selective aromatic CH bond acylation. The protocol uses palladium acetate as the catalyst, readily available carboxylic acids as the acylating reagents, trifluoroacetic anhydride as the activated agent of the acids, and the corresponding aromatic ketones and isoindolobenzimidazoles

  通过选择性芳族CH键的酰化反应，已经开发了一种便捷高效的钯催化芳族酮和异吲哚并苯并咪唑类化合物的合成方法。该方案使用乙酸钯作为催化剂，容易获得的羧酸作为酰化剂，三氟乙酸酐作为酸的活化剂，并以良好或优异的收率获得了相应的芳族酮和异吲哚并苯并咪唑。该发现应为合成芳族酮和异吲哚并苯并咪唑类化合物提供一种新的有用的策略。
• Palladium-Catalyzed Oxidative Synthesis of Aromatic Ketones Using Olefins as Acyl Equivalents through Selective<i>ortho</i>Aromatic C-H Bond Activation
  作者：Ashok B. Khemnar、Bhalchandra M. Bhanage

  DOI：10.1002/ejoc.201402782

  日期：2014.10

  selective ortho-acylation of arenes by oxidative C–H bond activation using a palladium catalyst. Olefins were oxidized to the corresponding aldehydes/benzoyl radicals, which, on coupling with 2-phenylpyridine, gave the corresponding acylated products in good to excellent yields. 1-Phenylpyrazole also reacts with substituted olefins to give the acylation products in good yields.

  已经开发了一种有效的催化系统，通过使用钯催化剂的氧化 C-H 键活化来选择性地对芳烃进行邻位酰化。烯烃被氧化成相应的醛/苯甲酰基自由基，在与 2-苯基吡啶偶联时，以良好到极好的产率得到相应的酰化产物。1-苯基吡唑也与取代的烯烃反应，以良好的产率得到酰化产物。
• Replacing Pd(OAc)₂ with supported palladium nanoparticles in ortho-directed CDC reactions of alkylbenzenes
  作者：Yong-Sheng Bao、Dongling Zhang、Meilin Jia、Bao Zhaorigetu

  DOI：10.1039/c5gc02554k

  日期：——

  Supported palladium nanoparticles are used as efficient catalysts for the synthesis of aromatic ketones via cross dehydrogenative coupling reactions of 2-arylpyridines with alkylbenzenes.

  支持的钯纳米颗粒被用作合成芳香酮的高效催化剂，通过2-芳基吡啶与烷基苯之间的交叉脱氢偶联反应。