3-(4-methoxyphenyl)-2-(p-tolyl)propanenitrile

• 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: 3-(4-methoxyphenyl)-2-(p-tolyl)propanenitrile
• 英文别名: 3-(4-Methoxyphenyl)-2-(4-methylphenyl)propanenitrile；3-(4-methoxyphenyl)-2-(4-methylphenyl)propanenitrile
• 化学式: C₁₇H₁₇NO
• 分子量: 251.328
• InChiKey: RDKLIACASJXODM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对甲基苯乙腈 、 4-甲氧基苄醇 在 C₁₈H₁₃BrMnN₃O₃S 、 potassium tert-butylate 作用下， 以 2-甲基-2-丁醇 为溶剂， 反应 24.0h， 以86%的产率得到3-(4-methoxyphenyl)-2-(p-tolyl)propanenitrile
  参考文献：
  名称：

  锰与伯醇催化腈的α-烷基化

  摘要：

  带有双齿配体的锰（I）络合物使用伯醇作为烷基化剂，可有效催化腈的α-烷基化。有选择地以高至优异的产率获得了α-官能化的腈。该反应对环境无害，产生水作为唯一的副产物。苄醇和脂族醇都可以使用，并且官能团是可容忍的。

  DOI：

  10.1021/acscatal.8b02998

文献信息

• Manganese Catalyzed α-Alkylation of Nitriles with Primary Alcohols
  作者：Akash Jana、C. Bal Reddy、Biplab Maji

  DOI：10.1021/acscatal.8b02998

  日期：2018.10.5

  The manganese(I) complex bearing a bidentate hydrazone ligand efficiently catalyzes the α-alkylations of nitrile using primary alcohols as alkylating agents. α-Functionalized nitriles were selectively obtained in good to excellent yields. The reaction is environmentally benign, producing water as the sole byproduct. Both benzylic and aliphatic alcohols could be used and functional groups were tolerated

  带有双齿配体的锰（I）络合物使用伯醇作为烷基化剂，可有效催化腈的α-烷基化。有选择地以高至优异的产率获得了α-官能化的腈。该反应对环境无害，产生水作为唯一的副产物。苄醇和脂族醇都可以使用，并且官能团是可容忍的。
• Nickel-catalyzed hydrogen-borrowing strategy: chemo-selective alkylation of nitriles with alcohols
  作者：Sourajit Bera、Atanu Bera、Debasis Banerjee

  DOI：10.1039/d0cc02261f

  日期：——

  The first nickel-catalyzed hydrogen-borrowing alkylation of a series of aryl acetonitriles with a variety of aryl, heteroaryl, allylic and alkyl alcohols releasing water as the by-product (>33 examples, up to 90% yield) is reported.

  报道了一系列芳基乙腈与各种芳基，杂芳基，烯丙基和烷基醇的首次镍催化的氢借用烷基化反应，释放出副产物水（> 33例，产率高达90％）。
• Copper(<scp>i</scp>)-catalyzed intermolecular cyanoarylation of alkenes: convenient access to α-alkylated arylacetonitriles
  作者：Xin-Jie Chen、Qing-Wen Gui、Rongnan Yi、Xianyong Yu、Zhi-Lin Wu、Ying Huang、Zhong Cao、Wei-Min He

  DOI：10.1039/d0ob01055c

  日期：——

  A novel Cu(I)-catalyzed intermolecular cyanoarylation of alkenes with diaryliodonium salts as a radical arylating reagent and tetra-butylammonium cyanide as an electrophilic cyanating reagent was established. A broad range of α-alkylated arylacetonitriles were efficiently constructed in good to excellent yields under base- and oxidant-free and mild conditions.

  建立了一种新型的Cu（Ⅰ）催化的烯烃间分子氰基氰基化反应，以二芳基碘鎓盐为自由基芳基化试剂，氰化四丁基铵为亲电氰化试剂。在无碱和无氧化剂以及温和的条件下，可以有效地以良好至极好的收率有效地构建了多种α-烷基化的芳基乙腈。
• Chemoselective <i>α</i>‐Alkylation of Nitriles with Primary Alcohols by Manganese(I)‐Catalysis
  作者：Krishanu Bera、Arup Mukherjee

  DOI：10.1002/asia.202300157

  日期：2023.7.3

  Sustainable Alkylation: A simple and easy-to-use manganese(I) catalyzed sustainable alkylation of aryl nitrile with alcohols is reported. The reaction proceeds with broad substrate scope. Controlled experiments were conducted to understand the mechanism.

  可持续烷基化：报道了一种简单易用的锰（I）催化芳基腈与醇的可持续烷基化反应。该反应在广泛的底物范围内进行。进行对照实验以了解其机制。