1-(benzofuran-2-yl)-2,2-bis(1-methyl-1H-indol-3-yl)ethanone | 1383935-40-7

• 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-(benzofuran-2-yl)-2,2-bis(1-methyl-1H-indol-3-yl)ethanone
• 英文别名: 1-(1-Benzofuran-2-yl)-2,2-bis(1-methylindol-3-yl)ethanone；1-(1-benzofuran-2-yl)-2,2-bis(1-methylindol-3-yl)ethanone
• CAS: 1383935-40-7
• 化学式: C₂₈H₂₂N₂O₂
• 分子量: 418.495
• InChiKey: OXHMMYVEKYNEJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-甲基吲哚 、 2-乙酰基苯并呋喃 在 碘 作用下， 以 二甲基亚砜 为溶剂， 以81%的产率得到1-(benzofuran-2-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

• 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.