2,2-双(3-甲氧基苯基)-1-(4-甲基苯基)乙酮 | 601480-02-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 2,2-双(3-甲氧基苯基)-1-(4-甲基苯基)乙酮
• 英文名称: 2,2-bis(3-methoxyphenyl)-1-(4-methylphenyl)ethanone
• 英文别名: 2,2-Bis(3-methoxyphenyl)-1-(4-methylphenyl)ethan-1-one
• CAS: 601480-02-8
• 化学式: C₂₃H₂₂O₃
• 分子量: 346.426
• InChiKey: ZSZHMTZDOSAIBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  间溴苯甲醚 、 对甲基苯乙酮 在 FibreCat^TM 1026 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以75%的产率得到2,2-双(3-甲氧基苯基)-1-(4-甲基苯基)乙酮
  参考文献：
  名称：

  Regioselective diarylation of ketone enolates by homogeneous and heterogeneous catalysis: synthesis of triarylethanones

  摘要：

  A novel, one-step approach to 1,2,2-triarylethanones is achieved by an efficient palladium-catalyzed alpha,alpha-diarylation of commercially available acetophenones. After assaying an array of experimental conditions, two convenient procedures, which avoid ortho-arylation side reactions, are chosen to perform the target regioselective diarylation. The former protocol is based on the use of such a simple homogeneous system as Pd(OAc)(2)/PPh3/Cs2CO3, and the latter one employs a commercially available polymer-anchored catalyst. FibreCat(TM) 1026. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01398-4

文献信息

• Regioselective diarylation of ketone enolates by homogeneous and heterogeneous catalysis: synthesis of triarylethanones
  作者：Fátima Churruca、Raul SanMartin、Imanol Tellitu、Esther Domı́nguez

  DOI：10.1016/s0040-4039(03)01398-4

  日期：2003.7

  A novel, one-step approach to 1,2,2-triarylethanones is achieved by an efficient palladium-catalyzed alpha,alpha-diarylation of commercially available acetophenones. After assaying an array of experimental conditions, two convenient procedures, which avoid ortho-arylation side reactions, are chosen to perform the target regioselective diarylation. The former protocol is based on the use of such a simple homogeneous system as Pd(OAc)(2)/PPh3/Cs2CO3, and the latter one employs a commercially available polymer-anchored catalyst. FibreCat(TM) 1026. (C) 2003 Elsevier Ltd. All rights reserved.
• 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.