2,3-diphenyl-1H-inden-1-one-7-d | 1380243-55-9

• 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: 2,3-diphenyl-1H-inden-1-one-7-d
• CAS: 1380243-55-9
• 化学式: C₂₁H₁₄O
• 分子量: 283.334
• InChiKey: POVRXYLNLVVNGW-FCFVPJCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.84
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  苯甲醛 在 silver hexafluoroantimonate 、 tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate 、 乙酰肼 、 silver carbonate 作用下， 以 溶剂黄146 为溶剂， 反应 28.0h， 生成 2,3-diphenyl-1H-inden-1-one-7-d
  参考文献：
  名称：

  Rhodium-Catalyzed Direct Annulation of Aldehydes with Alkynes Leading to Indenones: Proceeding through in Situ Directing Group Formation and Removal

  摘要：

  The Rh-catalyzed direct annulation of an aldehyde with an alkyne leading to indenone was achieved. The in situ temporal installation of acetylhydrazine enables the annulation of the ortho arene C-H bond with alkynes to form ketone hydrazone. Subsequently, the in situ directing group removal takes place since ketone hydrazone is more susceptible toward hydrolysis than aldehyde hydrazone. Notably, this procedure tolerates a series of functional groups, such as methoxyl, acetylamino, fluoro, trifluoromethyl, methoxycarbonyl, chloro, and bromo groups.

  DOI：

  10.1021/ol4021145

文献信息

• Rhodium/Copper-Catalyzed Annulation of Benzimides with Internal Alkynes: Indenone Synthesis through Sequential CH and CN Cleavage
  作者：Bi-Jie Li、Hao-Yuan Wang、Qi-Lei Zhu、Zhang-Jie Shi

  DOI：10.1002/anie.201200271

  日期：2012.4.16

  Doubled up: A rhodium(III)/copper(II) system co‐catalyzes the annulation of benzimides with internal alkynes for the synthesis of indenones (see scheme; Cp*=C5Me5). The reaction involves an uncommon nucleophilic addition of a transition‐metal–carbon bond to an imide moiety. This novel reaction provides a facile route to synthesize indenones from readily available benzimides and internal alkynes.

  加倍：铑（III）/铜（II）系统共催化苯并酰亚胺与内部炔烃的环化反应，以合成茚满（参见方案； Cp * = C 5 Me 5）。该反应涉及到过渡金属-碳键向酰亚胺部分的不常见亲核加成。该新颖的反应提供了从容易获得的苯甲酰亚胺和内部炔烃合成茚满的简便途径。