4-(trans-3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-1-oxo-2,3-dihydro-1H-inden-2-yl)benzonitrile

• 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: 4-(trans-3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-1-oxo-2,3-dihydro-1H-inden-2-yl)benzonitrile
• 英文别名: 4-[(1S,2S)-1-(3,5-dimethoxyphenyl)-5,7-dimethoxy-3-oxo-1,2-dihydroinden-2-yl]benzonitrile
• 化学式: C₂₆H₂₃NO₅
• 分子量: 429.472
• InChiKey: KEVRHJLQXVFQPU-DNQXCXABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  77.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (E)-1,3-bis(3,5-dimethoxyphenyl)prop-2-en-1-one 在 tris-(dibenzylideneacetone)dipalladium(0) 、 1,1'-bis(di-tertbutylphosphino)ferrocene 、 双(三甲基硅烷基)氨基钾 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 4.0h， 生成 4-(trans-3-(3,5-dimethoxyphenyl)-4,6-dimethoxy-1-oxo-2,3-dihydro-1H-inden-2-yl)benzonitrile
  参考文献：
  名称：

  A Concise Synthesis of Paucifloral F and Related Indanone Analogues via Palladium-Catalyzed α-Arylation

  摘要：

  A concise approach to synthesize paucifloral F was developed via a stereoselective palladium-catalyzed alpha-arylation reaction. The approach has also been applied in the synthesis of indanone analogues of Paucifloral F.

  DOI：

  10.1021/jo102298p

文献信息

• Stereoselective Palladium-Catalyzed α-Arylation of 3-Aryl-1-Indanones: An Asymmetric Synthesis of (+)-Pauciflorol F
  作者：Bong Hyang Lee、Young Lok Choi、Seunghoon Shin、Jung-Nyoung Heo

  DOI：10.1021/jo2009164

  日期：2011.8.19

  Highly stereoselective, palladium-catalyzed α-arylation reactions of 3-aryl-1-indanones with aryl bromides are described. The use of sodium tert-butoxide as a base in this process is required to elevate the efficiencies and stereoselectivities of these reactions. The new methodology was successfully applied to a highly efficient route for the asymmetric synthesis of (+)-pauciflorol F.

  描述了3-芳基-1-茚满酮与芳基溴化物的高度立体选择性，钯催化的α-芳基化反应。在该方法中需要使用叔丁醇钠作为碱，以提高这些反应的效率和立体选择性。新方法已成功应用于（+）-二十碳四烯醇F不对称合成的高效途径。
• A Concise Synthesis of Paucifloral F and Related Indanone Analogues via Palladium-Catalyzed α-Arylation
  作者：Yang Yang、Dean Philips、Shifeng Pan

  DOI：10.1021/jo102298p

  日期：2011.3.18

  A concise approach to synthesize paucifloral F was developed via a stereoselective palladium-catalyzed alpha-arylation reaction. The approach has also been applied in the synthesis of indanone analogues of Paucifloral F.