1-(2-isopropylphenyl)-2-phenyl-1H-indole

• 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-(2-isopropylphenyl)-2-phenyl-1H-indole
• 英文别名: 2-Phenyl-1-(2-propan-2-ylphenyl)indole；2-phenyl-1-(2-propan-2-ylphenyl)indole
• 化学式: C₂₃H₂₁N
• 分子量: 311.426
• InChiKey: PWSSQQZFFQYBDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-isopropyl-N-(2-(phenylethynyl)phenyl)aniline 在 palladium dichloride 、 (S)-(-)-5,5-双(二苯膦基)-4,4-双-1,3-苯并间二氧杂环戊烯 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以45%的产率得到
  参考文献：
  名称：

  Enantioselective synthesis of N–C axially chiral indoles through chiral palladium-catalyzed 5-endo-hydroaminocyclization

  摘要：

  In the presence of (R)-SEGPHOS-PdCl2 catalyst, 5-endo-hydroaminocyclization of various 2-(tert-butyl)-N-(2-ethynylphenyl)anilines proceeds enantioselectively to afford optically active N-C axially chiral N-(2-tert-butylphenyl)indole derivatives in good yields. The enantioselectivity depends strongly on the bulkiness of ortho-substituents and the electron density on the arylethynyl group, and it is explained by the dynamic axial chirality generated by the twisting of the aryl substituent. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.05.001

文献信息

• Enantioselective synthesis of N–C axially chiral indoles through chiral palladium-catalyzed 5-endo-hydroaminocyclization
  作者：Yudai Morimoto、Satoshi Shimizu、Ayano Mokuya、Nobutaka Ototake、Akio Saito、Osamu Kitagawa

  DOI：10.1016/j.tet.2015.05.001

  日期：2016.8

  In the presence of (R)-SEGPHOS-PdCl2 catalyst, 5-endo-hydroaminocyclization of various 2-(tert-butyl)-N-(2-ethynylphenyl)anilines proceeds enantioselectively to afford optically active N-C axially chiral N-(2-tert-butylphenyl)indole derivatives in good yields. The enantioselectivity depends strongly on the bulkiness of ortho-substituents and the electron density on the arylethynyl group, and it is explained by the dynamic axial chirality generated by the twisting of the aryl substituent. (C) 2015 Elsevier Ltd. All rights reserved.