2-(2-methyl-6-phenethylphenyl)pyridine | 1261287-69-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-(2-methyl-6-phenethylphenyl)pyridine
• 英文别名: 2-[2-Methyl-6-(2-phenylethyl)phenyl]pyridine；2-[2-methyl-6-(2-phenylethyl)phenyl]pyridine
• CAS: 1261287-69-7
• 化学式: C₂₀H₁₉N
• 分子量: 273.378
• InChiKey: RLMUNCFJNHGKCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(邻甲苯)吡啶 、 potassium trifluoro(phenethyl)borate 在 manganese(III) fluoride 、 palladium diacetate 作用下， 以 2,2,2-三氟乙醇 、 水 、 溶剂黄146 为溶剂， 反应 6.0h， 以49%的产率得到2-(2-methyl-6-phenethylphenyl)pyridine
  参考文献：
  名称：

  Mild Palladium-Catalyzed C–H Alkylation Using Potassium Alkyltrifluoroborates in Combination with MnF₃

  摘要：

  A Pd-catalyzed method for ligand-directed C-H alkylation with organoboron reagents is described. The combination of potassium organo-trifluoroborates, MnF3, and a Pd-II catalyst effects pyridine and amide-directed C-H alkylation. These reactions proceed under mild conditions (25-40 degrees C in weakly acidic media), are effective for installing methyl and 1 degrees alkyl groups, and do not require promoters such as benzoquinone.

  DOI：

  10.1021/ol400888r

文献信息

• Cobalt-Catalyzed Direct C(sp² )-H Alkylation with Unactivated Alkenes
  作者：Ye Lim Kim、Sun-a Park、Ju Hyun Kim

  DOI：10.1002/ejoc.202000565

  日期：2020.7.15

  An efficient Cp*CoIII‐catalyzed direct C(sp2)–H bond alkylation with unactivated alkenes was developed, affording mono‐diarylethane products with high linear selectivity. This reaction provided a simple, practical, and atom‐economical way to construct phenethyl groups on sp2 carbon. A wide range of arenes, styrenes, and alkyl arenes were well tolerated under mild reaction conditions and showed high

  开发了一种有效的Cp * Co III催化的具有未活化烯烃的直接C（sp 2）-H键烷基化反应，从而提供具有高线性选择性的单二芳基乙烷产品。该反应为在sp 2碳上构建苯乙基提供了一种简单，实用且原子经济的方法。各种芳烃，苯乙烯和烷基芳烃在温和的反应条件下均具有良好的耐受性，并具有很高的官能团相容性。
• Regioselectivity-Switchable Hydroarylation of Styrenes
  作者：Ke Gao、Naohiko Yoshikai

  DOI：10.1021/ja108809u

  日期：2011.1.26

  Cobalt-phosphine and cobalt-carbene catalysts have been developed for the hydroarylation of styrenes via chelation-assisted C-H bond activation, to afford branched and linear addition products, respectively, in a highly regioselective fashion. Deuterium-labeling experiments suggested a mechanism involving reversible C-H bond cleavage and olefin insertion steps and reductive elimination as the rate-

  钴-膦和钴-卡宾催化剂已被开发用于通过螯合辅助 CH 键活化对苯乙烯进行加氢芳基化，以高度区域选择性的方式分别提供支化和线性加成产物。氘标记实验提出了一种机制，涉及可逆的 CH 键裂解和烯烃插入步骤，以及作为速率和区域选择性决定步骤的还原消除。
• Ruthenium-catalyzed Ortho-selective Aromatic C–H Alkenylation with Alkenyl Carbonates
  作者：Yohei Ogiwara、Takuya Kochi、Fumitoshi Kakiuchi

  DOI：10.1246/cl.140006

  日期：2014.5.5

  Ortho-selective aromatic C–H alkenylation with alkenyl carbonates proceeds in the presence of a catalytic amount of [Ru(cod)(cot)]. Arylpyridines and an aryloxazoline were regioselectively alkenylated without adding external bases. Aromatic C–H alkylation also occurs depending on the reaction conditions.

  在催化剂[Ru(cod)(cot)]的存在下，选择性地对芳香C–H进行烯烃化，使用烯烃碳酸酯。芳基吡啶和芳基噁唑啉在不添加外部碱的情况下进行了区域选择性的烯烃化。芳香C–H烷基化也会根据反应条件发生。
• Mild Palladium-Catalyzed C–H Alkylation Using Potassium Alkyltrifluoroborates in Combination with MnF₃
  作者：Sharon R. Neufeldt、Cydney K. Seigerman、Melanie S. Sanford

  DOI：10.1021/ol400888r

  日期：2013.5.3

  A Pd-catalyzed method for ligand-directed C-H alkylation with organoboron reagents is described. The combination of potassium organo-trifluoroborates, MnF3, and a Pd-II catalyst effects pyridine and amide-directed C-H alkylation. These reactions proceed under mild conditions (25-40 degrees C in weakly acidic media), are effective for installing methyl and 1 degrees alkyl groups, and do not require promoters such as benzoquinone.