1-(biphenyl-4-yl)-2,2-bis(1-methyl-1H-indol-3-yl)ethanone | 1383935-36-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(biphenyl-4-yl)-2,2-bis(1-methyl-1H-indol-3-yl)ethanone
• 英文别名: 2,2-Bis(1-methylindol-3-yl)-1-(4-phenylphenyl)ethanone；2,2-bis(1-methylindol-3-yl)-1-(4-phenylphenyl)ethanone
• CAS: 1383935-36-1
• 化学式: C₃₂H₂₆N₂O
• 分子量: 454.571
• InChiKey: DQYYHQQBJPPRSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  26.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  联苯单乙酮 、 1-甲基吲哚 在 碘 作用下， 以 二甲基亚砜 为溶剂， 以70%的产率得到1-(biphenyl-4-yl)-2,2-bis(1-methyl-1H-indol-3-yl)ethanone
  参考文献：
  名称：

  Metal-Free sp³ C–H Bond Dual-(Het)arylation: I₂-Promoted Domino Process to Construct 2,2-Bisindolyl-1-arylethanones

  摘要：

  A molecular I-2-promoted sp(3) C-H bond dual-(het)arylation protocol was developed for the synthesis of 2,2-bisindolyl-1-arylethanones. Through a logical design, three mechanism-different reactions (iodination, Kornblum oxidation, and Friedel Crafts reaction) were assembled in a single reactor. A variety of 2,2-bisindolyl-1-aryl ethanones were synthesized from simple and readily available aryl methyl ketones and indoles. In the reaction, metal, base, and ligand were all avoidable.

  DOI：

  10.1021/ol301366p

文献信息

• I2-promoted direct one-pot synthesis of 2,2-bisindolyl-1-arylethanones from multiform substrates arylethenes, 2-hydroxy-aromatic ketones, and carbinols
  作者：Feng-Cheng Jia、Yan-Ping Zhu、Mei-Cai Liu、Mi Lian、Qing-He Gao、Qun Cai、An-Xin Wu

  DOI：10.1016/j.tet.2013.06.054

  日期：2013.8

  An I-2-promoted domino protocol was developed to construct 2,2-bisindolyl-1-arylethanones from multiform substrates arylethenes, 2-hydroxy-aromatic ketones, and carbinols via three distinct pathways. Through a logical coupled oxidation/Friedel-Crafts alkylation domino process, a variety of 2,2-bisindolyl-1-arylethanones were synthesized in one-pot. (C) 2013 Elsevier Ltd. All rights reserved.
• Metal-Free sp³ C–H Bond Dual-(Het)arylation: I₂-Promoted Domino Process to Construct 2,2-Bisindolyl-1-arylethanones
  作者：Yan-ping Zhu、Mei-cai Liu、Feng-cheng Jia、Jing-jing Yuan、Qing-he Gao、Mi Lian、An-xin Wu

  DOI：10.1021/ol301366p

  日期：2012.7.6

  A molecular I-2-promoted sp(3) C-H bond dual-(het)arylation protocol was developed for the synthesis of 2,2-bisindolyl-1-arylethanones. Through a logical design, three mechanism-different reactions (iodination, Kornblum oxidation, and Friedel Crafts reaction) were assembled in a single reactor. A variety of 2,2-bisindolyl-1-aryl ethanones were synthesized from simple and readily available aryl methyl ketones and indoles. In the reaction, metal, base, and ligand were all avoidable.