1,2-bis(3,4-dimethoxyphenyl)-2-(4-nitrophenyl)ethanone

• 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: 1,2-bis(3,4-dimethoxyphenyl)-2-(4-nitrophenyl)ethanone
• 化学式: C₂₄H₂₃NO₇
• 分子量: 437.449
• InChiKey: CAPSXVHIWVROQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  99.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-溴黎芦醚 在 palladium diacetate 、 FibreCat^TM 1000-D₇ 、 caesium carbonate 、 三苯基膦 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 1,2-bis(3,4-dimethoxyphenyl)-2-(4-nitrophenyl)ethanone
  参考文献：
  名称：

  Towards a facile synthesis of triarylethanones: palladium-catalyzed arylation of ketone enolates under homogeneous and heterogeneous conditions

  摘要：

  The palladium-catalyzed regioselective alpha-monoarylation of deoxybenzoins and alpha,alpha-diarylation of acetophenones provides general, efficient access to 1,2,2-triarylethanones. After a comprehensive search for suitable experimental conditions to optimize such transformations, both reactions are alternatively conducted by means of either commercially available polymer-anchored catalysts or a very simple homogeneous catalytic system, thus avoiding the use of complex ligands. In addition, the synthesis of deoxybenzoins employing polymer-supported fibrous palladium catalysts is reported for the first time, and the excellent catalyst recycling properties suggest applicability to industrial purposes. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.12.065

文献信息

• Palladium-Catalyzed Arylation of Ketone Enolates:  An Expeditious Entry to Tamoxifen-Related 1,2,2-Triarylethanones
  作者：Fátima Churruca、Raul SanMartin、Imanol Tellitu、Esther Domínguez

  DOI：10.1021/ol025811h

  日期：2002.5.1

  high yielding procedure for the preparation of 1,2,2-triarylethanones, skeletal analogues of tamoxifen, is presented. Apart from the economic and environmental advantages involved, this palladium-catalyzed arylation of deoxybenzoin enolates features a lack of ortho-arylation side reactions. In addition, an alternative approach from acetophenones to the target triarylethanone system is also announced

  [反应：请参见文字]。在对几种催化体系的作用进行了严格研究之后，提出了一种简单，高产的制备他莫昔芬骨架类似物1,2,2-triarylethanones的方法。除了所涉及的经济和环境优势外，这种钯催化的脱氧安息香烯醇烯酸酯的芳基化反应还缺少邻芳基化副反应。此外，还宣布了从苯乙酮到目标三芳酮系统的替代方法。
• Towards a facile synthesis of triarylethanones: palladium-catalyzed arylation of ketone enolates under homogeneous and heterogeneous conditions
  作者：Fátima Churruca、Raul SanMartin、Mónica Carril、Imanol Tellitu、Esther Domı́nguez

  DOI：10.1016/j.tet.2003.12.065

  日期：2004.3

  The palladium-catalyzed regioselective alpha-monoarylation of deoxybenzoins and alpha,alpha-diarylation of acetophenones provides general, efficient access to 1,2,2-triarylethanones. After a comprehensive search for suitable experimental conditions to optimize such transformations, both reactions are alternatively conducted by means of either commercially available polymer-anchored catalysts or a very simple homogeneous catalytic system, thus avoiding the use of complex ligands. In addition, the synthesis of deoxybenzoins employing polymer-supported fibrous palladium catalysts is reported for the first time, and the excellent catalyst recycling properties suggest applicability to industrial purposes. (C) 2004 Elsevier Ltd. All rights reserved.