1-(2-(pyridin-2-yl) phenyl) octan-1-one | 1271322-43-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-(pyridin-2-yl) phenyl) octan-1-one
• 英文别名: 1-(2-Pyridin-2-ylphenyl)octan-1-one
• CAS: 1271322-43-0
• 化学式: C₁₉H₂₃NO
• 分子量: 281.398
• InChiKey: GZCKJUCXDTWLDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 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-苯基吡啶 、 辛醇 在 叔丁基过氧化氢 作用下， 以 neat (no solvent) 为溶剂， 反应 12.0h， 以85%的产率得到1-(2-(pyridin-2-yl) phenyl) octan-1-one
  参考文献：
  名称：

  聚苯乙烯支持的Pd（II）络合物在无溶剂条件下通过CH键活化2-芳基吡啶与醇的碳酰化反应

  摘要：

  聚苯乙烯支撑的N，N-二甲基乙二胺Pd（II）配合物C被用作通过芳基吡啶2-芳基吡啶的sp 2 C-H键与醇作为邻位酰化反应有效合成芳族酮的有效催化剂。醇用氢过氧化叔丁基原位氧化为相应的醛，并在无溶剂的条件下与2-芳基吡啶有效偶联形成芳基酮。此外，可以通过简单的过滤容易地回收催化剂C，并在不显着降低活性的情况下重复使用五个循环。

  DOI：

  10.1002/aoc.3581

文献信息

• Palladium-Catalyzed Oxidative <i>sp</i>² C−H Bond Acylation with Alcohols
  作者：Fuhong Xiao、Qi Shuai、Feng Zhao、Olivier Baslé、Guojun Deng、Chao-Jun Li

  DOI：10.1021/ol200017a

  日期：2011.4.1

  An efficient method was developed for the direct acylation of arene sp2 C−H bonds with alcohols using palladium chloride as a catalyst and peroxide as the oxidant. The alcohols were oxidized to their corresponding aldehydes in situ and efficiently coupled with 2-arylpyridines to give aryl ketones in chlorobenzene.

  开发了一种有效的方法，使用氯化钯作为催化剂，过氧化物作为氧化剂，将芳烃sp 2 CH键与醇直接酰化。将该醇原位氧化成其相应的醛，并与2-芳基吡啶有效偶合，得到氯苯中的芳基酮。
• Polystyrene supported Dichloro-(8-aminoquinoline)-Palladium(II) complex catalyzed C H bond activation for ortho-acylation of 2-aryl pyridines
  作者：C. Pullaiah Perumgani、Sai Prathima Parvathaneni、Balaswamy Kodicherla、Srinivas Keesara、Mohan Rao Mandapati

  DOI：10.1016/j.ica.2016.10.014

  日期：2017.1

  Polystyrene-supported Dichloro-(8-aminoquinoline)-Pd(II) complex C was synthesized and its catalytic efficiency was evaluated for ortho-acylation of 2-aryl pyridines with alcohols to form aryl ketones via cross dehydrogenative coupling. In addition in the presence of Pd(II) complex, toluene derivatives were also employed as an effective coupling partner for synthesis of aromatic ketones. Furthermore, this catalyst was highly stable and could be easily recovered by simple filtration and reused for four cycles with no significant decrease in its activity and selectivity. (C) 2016 Elsevier B.V. All rights reserved.
• Pd/Mg–La mixed oxide catalyzed oxidative sp2 CH bond acylation with alcohols
  作者：R. Kishore、M. Lakshmi Kantam、J. Yadav、M. Sudhakar、S. Laha、A. Venugopal

  DOI：10.1016/j.molcata.2013.08.020

  日期：2013.11

  Pd/Mg-La mixed oxide is used as an efficient catalyst for the oxidative direct acylation of arene sp(2) C-H bonds with alcohols. TBHP was used for in situ oxidation of the alcohols to aldehydes which after coupling with 2-aryl pyridines forms aryl ketones. The catalyst is recovered and used for four cycles. (C) 2013 Elsevier B.V. All rights reserved.