1-(4-chlorophenyl)-3-(4-methoxy-3,5-dimethylpyridin-2-yl)propan-1-one | 1544041-48-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-chlorophenyl)-3-(4-methoxy-3,5-dimethylpyridin-2-yl)propan-1-one
• 英文别名: 1-(4-Chlorophenyl)-3-(4-methoxy-3,5-dimethylpyridin-2-yl)propan-1-one
• CAS: 1544041-48-6
• 化学式: C₁₇H₁₈ClNO₂
• 分子量: 303.788
• InChiKey: HAOWPUMACYLDFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对氯苯乙酮 、 4-甲氧基-3,5-二甲基-2-羟甲基吡啶 在 C₃₈H₄₃IrN₂PS₂⁽¹⁺⁾*CF₃O₃S^(1-) 、 caesium carbonate 作用下， 以 2-甲基-2-丁醇 为溶剂， 反应 24.0h， 以63%的产率得到1-(4-chlorophenyl)-3-(4-methoxy-3,5-dimethylpyridin-2-yl)propan-1-one
  参考文献：
  名称：

  铱-CNP配合物催化酮与伯醇直接α-烷基化

  摘要：

  酮与伯醇的α-烷基化是通过铱-CNP络合物作为催化剂的C C交叉偶联实现的。该反应通过脱氢反应，醇醛缩合和使用从醇中借来的氢原子进行氢化而进行。吡啶基甲醇和其他杂环取代的甲醇，尤其是烷基醇，也适用于该转化。

  DOI：

  10.1016/j.tetlet.2014.11.034

文献信息

• Iridium–CNP complex catalyzed cross-coupling of primary alcohols and secondary alcohols by a borrowing hydrogen strategy
  作者：Dawei Wang、Keyan Zhao、Xin Yu、Hongyan Miao、Yuqiang Ding

  DOI：10.1039/c4ra06474g

  日期：——

  A highly efficient C–C bond formation has been developed through the cross-coupling of primary and secondary alcohols. The corresponding functionalized ketones were obtained with an iridium–CNP complex as a catalyst through the borrowing hydrogen strategy. The present methodology provides an easy alternative method to aldol reaction derivatives. More importantly, the complexes were also effective catalysts for the alkylation of an aromatic amine with a tertiary alkyl amine.

  通过伯醇和仲醇的交叉耦合，开发了一种高效形成碳-碳键的方法。利用铱-CNP配合物作为催化剂，通过借氢策略，获得了相应的功能化酮类化合物。目前的方法为aldol反应衍生物提供了一种简便的替代方法。更重要的是，这些配合物在芳香胺与叔�胺的烷基化反应中也是有效的催化剂。
• Efficient ruthenium-catalyzed α-alkylation of ketones using pyridyl methanols
  作者：Feng-Xia Yan、Min Zhang、Xiao-Ting Wang、Feng Xie、Meng-Meng Chen、Huanfeng Jiang

  DOI：10.1016/j.tet.2013.12.065

  日期：2014.2

  By employing an easily available [Ru(p-cymene)Cl-2](2)/Xantphos/t-BuOK catalyst system, the alpha-alkylation of ketones was demonstrated by using pyridyl methanol as the alkylating reagents. The synthetic protocol allows synthesizing a wide range of alpha-pyridyl methylated ketones in reasonable to excellent isolated yields with high atom-efficiency. The transformation is operationally simple, the substrate scope is wide, and the starting materials are readily-available. There is no need for addition of alkenes as the hydrogen receptors or the use of stoichiometric amount of base. (C) 2013 Elsevier Ltd. All rights reserved.
• Direct α-alkylation of ketones with primary alcohols catalyzed by iridium–CNP complex
  作者：Dawei Wang、Keyan Zhao、Piming Ma、Chongying Xu、Yuqiang Ding

  DOI：10.1016/j.tetlet.2014.11.034

  日期：2014.12

  The α-alkylation of ketones with primary alcohols was realized by CC cross-coupling with iridium–CNP complexes as catalyst. This reaction proceeds via dehydrogenation reactions, aldol condensation, and hydrogenation using the borrowed hydrogen atoms from alcohols. The pyridyl methanols and other heterocyclic substituted methanols, especially alkyl alcohols, were also suitable for this transformation

  酮与伯醇的α-烷基化是通过铱-CNP络合物作为催化剂的C C交叉偶联实现的。该反应通过脱氢反应，醇醛缩合和使用从醇中借来的氢原子进行氢化而进行。吡啶基甲醇和其他杂环取代的甲醇，尤其是烷基醇，也适用于该转化。