3-benzhydrol-1-(toluene-4-sulfonyl)-1H-indole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-benzhydrol-1-(toluene-4-sulfonyl)-1H-indole
• 英文别名: 3-benzhydryl-1-tosyl-1H-indole；1-tosyl-3-benzhydrylindole；3-Benzhydryl-1-(4-methylphenyl)sulfonylindole；3-benzhydryl-1-(4-methylphenyl)sulfonylindole
• 化学式: C₂₈H₂₃NO₂S
• 分子量: 437.562
• InChiKey: MZLVEZRHPNIXQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  47.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(diphenylmethylene)-1-tosylindoline 在 iron(III) trifluoroacetate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以90%的产率得到3-benzhydrol-1-(toluene-4-sulfonyl)-1H-indole
  参考文献：
  名称：

  Fe(OTf)3 催化取代 3-亚甲基二氢吲哚和苯并呋喃衍生物的芳构化：C-3-烷基化吲哚和苯并呋喃的选择性途径

  摘要：

  通过 Fe(OTf)3 催化 3-亚甲基二氢吲哚和苯并呋喃衍生物的异构化，开发了一种简单方便的选择性合成 3-取代吲哚和苯并呋喃的方法。该方法的显着特点是底物易得、产率高、反应条件温和、对多种官能团具有耐受性以及使用环保催化剂。还提出了异构化过程的可能机制。

  DOI：

  10.1002/ejoc.201500540

文献信息

• An FeCl3-catalyzed highly C3-selective Friedel–Crafts alkylation of indoles with alcohols
  作者：Umasish Jana、Sukhendu Maiti、Srijit Biswas

  DOI：10.1016/j.tetlet.2007.07.208

  日期：2007.10

  The FeCl3-catalyzed C3-selective Friedel-Crafts alkylation of indoles using allylic, benzylic and propargylic alcohols has been developed. The reaction was performed in the presence of a catalytic amount of inexpensive anhydrous FeCl3 (10 mol %) in nitromethane under mild conditions. This method can also be used for the alkylation of pyrrole. (c) 2007 Elsevier Ltd. All rights reserved.
• Arylative Desulfonation of Diarylmethyl Phenyl Sulfone with Arenes Catalyzed by Scandium Triflate
  作者：Masakazu Nambo、Zachary T. Ariki、Daniel Canseco-Gonzalez、D. Dawson Beattie、Cathleen M. Crudden

  DOI：10.1021/acs.orglett.6b00744

  日期：2016.5.20

  A scandium-triflate-catalyzed arylative desulfonation of diarylmethyl phenyl sulfones with arenes and heteroarenes was established. A variety of both sulfone and arene substrates were reacted to afford symmetric and nonsymmetric triarylmethanes in good yields. Further transformations of the resulting triarylmethanes and application to the concise synthesis of a bactericidal agent analogue were also demonstrated.
• Fe(OTf)₃-Catalyzed Aromatization of Substituted 3-Methyleneindoline and Benzo­furan Derivatives: A Selective Route to C-3-Alkylated Indoles and Benzofurans
  作者：Sandip Kundal、Swapnadeep Jalal、Kartick Paul、Umasish Jana

  DOI：10.1002/ejoc.201500540

  日期：2015.9

  A simple and convenient approach was developed to the selective synthesis of 3-substituted indoles and benzofurans by the isomerization of 3-methyleneindoline and benzofuran derivatives catalyzed by Fe(OTf)3. The salient features of this method are the easy availability of substrates, high yield, mild reaction conditions, tolerance of a variety of functional groups, and use of an environmentally friendly

  通过 Fe(OTf)3 催化 3-亚甲基二氢吲哚和苯并呋喃衍生物的异构化，开发了一种简单方便的选择性合成 3-取代吲哚和苯并呋喃的方法。该方法的显着特点是底物易得、产率高、反应条件温和、对多种官能团具有耐受性以及使用环保催化剂。还提出了异构化过程的可能机制。