1-benzyl-5-fluoro-2-methylindole | 702702-75-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-benzyl-5-fluoro-2-methylindole
• 英文别名: 1-benzyl-5-fluoro-2-methyl-1H-indole
• CAS: 702702-75-8
• 化学式: C₁₆H₁₄FN
• 分子量: 239.292
• InChiKey: PAAFIXDNIGPDKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-benzyl-5-fluoro-2-methylindole 在 三乙烯二胺 、 二氯化二硫 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 53.0h， 以63%的产率得到
  参考文献：
  名称：

  Exploration and Development of a C–H-Activated Route to Access the [1,2]Dithiolo[4,3-b]indole-3(4H)-thione Core and Related Derivatives

  摘要：

  使用DABCO/S2Cl2复合物作为硫源，通过C-H活化方法生产[1,2]二硫代吲哚-3(4H)-硫酮类似物的稳健程序。

  DOI：

  10.1055/s-0037-1611692
• 作为产物：
  描述：

  5-氟-2-甲基吲哚 、 溴甲苯 在 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 96.5h， 以67%的产率得到1-benzyl-5-fluoro-2-methylindole
  参考文献：
  名称：

  Exploration and Development of a C–H-Activated Route to Access the [1,2]Dithiolo[4,3-b]indole-3(4H)-thione Core and Related Derivatives

  摘要：

  使用DABCO/S2Cl2复合物作为硫源，通过C-H活化方法生产[1,2]二硫代吲哚-3(4H)-硫酮类似物的稳健程序。

  DOI：

  10.1055/s-0037-1611692

文献信息

• Copper-catalyzed enantioselective C–H functionalization of indoles with an axially chiral bipyridine ligand
  作者：Xiang Gao、Bo Wu、Zhong Yan、Yong-Gui Zhou

  DOI：10.1039/c6ob01516f

  日期：——

  Using copper complexes with an axially chiral bipyridine ligand C4-ACBP as the catalyst, an enantioselective functionalization of indoles with diazo compounds was developed with up to 95% ee. This protocol paves the way for further applications of these ligands.

  使用具有轴向手性联吡啶配体C4-ACBP的铜络合物作为催化剂，开发了重氮化合物对吲哚的对映选择性官能化，其ee高达95％。该方案为进一步应用这些配体铺平了道路。
• [EN] N-ARYLALKYL-3-AMINOALKOXYINDOLES AND THEIR USE AS 5-HT LIGANDS<br/>[FR] N-ARYLALKYL-3-AMINOALCOXYINDOLES ET LEUR UTILISATION EN TANT QUE LIGANDS DES RECEPTEURS 5-HT
  申请人：SUVEN LIFE SCIENCES LTD

  公开号：WO2004048331A1

  公开（公告）日：2004-06-10

  The present invention describes substituted 3-Aminoalkoxyindoles, as compounds of the general formula (I), its stereoisomers, its radioisotopes, its geometric forms, its N-oxides, its polymorphs, its pharmaceutically acceptable salts, its pharmaceutically acceptable solvates, its useful bioactive metabolites and any suitable combination of the above. The invention also discloses the processes for preparing such compounds of the general formula (I), its stereoisomers, its radioisotopes, its geometric forms, its N-oxides, its polymorphs, its pharmaceutically acceptable salts, its pharmaceutically acceptable solvates, its useful bio-active metabolites and also includes any suitable combination of the above. Further described are various methods of administering these compounds of general formula (I), i.e. pharmaceutically acceptable dosage forms, their composition and their use in either therapy or diagnosis.

  本发明描述了取代的3-氨基烷氧基吲哚，作为一般式(I)化合物，其立体异构体、放射性同位素、几何形式、N-氧化物、多晶形态、药学上可接受的盐、药学上可接受的溶剂化合物、有用的生物活性代谢物及上述任何合适的组合。该发明还揭示了制备该一般式(I)化合物、其立体异构体、放射性同位素、几何形式、N-氧化物、多晶形态、药学上可接受的盐、药学上可接受的溶剂化合物、有用的生物活性代谢物的方法，并包括上述任何合适的组合。进一步描述了各种给药这些一般式(I)化合物的方法，即药学上可接受的剂型、它们的组成以及它们在治疗或诊断中的用途。
• Rhodium(II)-Catalyzed Enantioselective C−H Functionalization of Indoles
  作者：Andrew DeAngelis、Valerie W. Shurtleff、Olga Dmitrenko、Joseph M. Fox

  DOI：10.1021/ja1093309

  日期：2011.2.16

  A catalytic, enantioselective method for the C-H functionalization of indoles by diazo compounds has been achieved. With catalytic amounts of Rh-2(S-NTTL)(4), the putative Rh-carbene intermediates from alpha-alkyl-alpha-diazoesters react with indoles at C(3) to provide alpha-alkyl-alpha-indolylacetates in high yield and enantioselectivity. From DFT calculations, a mechanism is proposed that involves a Rh-ylide intermediate with oxocarbenium character.
• Exploration and Development of a C–H-Activated Route to Access the [1,2]Dithiolo[4,3-b]indole-3(4H)-thione Core and Related Derivatives
  作者：Christopher Asquith、Stephen Hilton、Lidia Konstantinova、Graham Tizzard、Tuomo Laitinen、Simon Coles、Oleg Rakitin

  DOI：10.1055/s-0037-1611692

  日期：2019.1

  A robust procedure for the production of [1,2]dithiolo[4,3-b]indole-3(4H)-thione analogues using a DABCO/S2Cl2 complex as a sulfur source via a C–H activated approach.

  使用DABCO/S2Cl2复合物作为硫源，通过C-H活化方法生产[1,2]二硫代吲哚-3(4H)-硫酮类似物的稳健程序。