7-methyl-3-phenyl-1H-indene | 1254977-20-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 7-methyl-3-phenyl-1H-indene
• CAS: 1254977-20-2
• 化学式: C₁₆H₁₄
• 分子量: 206.287
• InChiKey: ULGQIKATRTYASS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  3-(2-甲基苯基)-1-苯基-1-丙酮 在 三氟甲磺酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以71%的产率得到7-methyl-3-phenyl-1H-indene
  参考文献：
  名称：

  [Pd]催化的分子间偶联和酸介导的分子内环氧化脱水：一锅合成茚

  摘要：

  提出了一种由简单的起始原料有效地一键合成茚的方法。此过程涉及通过分子间的Heck偶联形成双重C–C键，然后进行酸介导的分子内环脱水。此外，还介绍了通过原位还原Heck产物（酮）然后进行酸介导的脱水来进行苄基苯乙烯的区域选择性合成。

  DOI：

  10.1002/ejoc.201701622

文献信息

• Iodine/Et3SiH: a novel reagent system for the synthesis of 3-aryl-1H-indenes from 1,3-diaryl propargyl alcohols
  作者：B.V. Subba Reddy、B. Brahma Reddy、K.V. Raghavendra Rao、J.S. Yadav

  DOI：10.1016/j.tetlet.2010.08.061

  日期：2010.10

  1,3-Diaryl propargyl alcohols undergo smooth intramolecular Friedel-Crafts cyclization with triethylsilane in the presence of 10 mol % iodine 3-aryl-1H-indene derivatives in good yields in short reaction times. This is the first example on the synthesis of substituted indenes from 1,3-diaryl propargyl alcohols. The use of inexpensive and readily available molecular iodine makes this method quite simple, more convenient, and practical. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis of indenes via aluminum chloride-promoted tandem Friedel–Crafts alkylation of arenes and cinnamaldehydes
  作者：Haiouani Kheira、Pingfan Li、Jiaxi Xu

  DOI：10.1016/j.molcata.2014.04.027

  日期：2014.9

  A series of substituted indenes were synthesized from arenes and cinnamaldehydes via aluminum chloride-promoted tandem Friedel-Crafts alkylation. The scope and limitation of the tandem reaction were explored. A plausible reaction mechanism is also discussed. This approach provides a convenient method for the synthesis of indene derivatives using a readily available and low cost Lewis acid and starting materials. (C) 2014 Elsevier B.V. All rights reserved.
• [Pd]-Catalyzed Intermolecular Coupling and Acid Mediated Intramolecular Cyclodehydration: One-Pot Synthesis of Indenes
  作者：Pedireddi Niharika、Gedu Satyanarayana

  DOI：10.1002/ejoc.201701622

  日期：2018.2.28

  An efficient one‐pot synthesis of indenes from simple starting materials is presented. This process involves a dual C–C bond formation by intermolecular Heck coupling followed by acid‐mediated intramolecular cyclodehydration. In addition, the regioselective synthesis of benzyl styrenes through in‐situ reduction of Heck products (ketones) followed by acid‐mediated dehydration is presented.

  提出了一种由简单的起始原料有效地一键合成茚的方法。此过程涉及通过分子间的Heck偶联形成双重C–C键，然后进行酸介导的分子内环脱水。此外，还介绍了通过原位还原Heck产物（酮）然后进行酸介导的脱水来进行苄基苯乙烯的区域选择性合成。