7-methyl-N-benzoyl indole | 857800-17-0

• 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: 7-methyl-N-benzoyl indole
• 英文别名: (7-methyl-1H-indol-1-yl)(phenyl)methanone；(7-Methylindol-1-yl)-phenylmethanone
• CAS: 857800-17-0
• 化学式: C₁₆H₁₃NO
• 分子量: 235.285
• InChiKey: PYIUQVSJJXQTEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7-methyl-N-benzoyl indole 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 生成 [7-(Bromomethyl)indol-1-yl]-phenylmethanone
  参考文献：
  名称：

  An efficient preparation of 1-phenylsulfonylindolyl methyl sulfoxides using KF/m-CPBA

  摘要：

  A variety of 1-phenylsulfonylindolylmethyl sulfides are selectively oxidized to the corresponding sulfoxides using a hitherto unexplored KF/m-CPBA system. A major advantage is the absence of over-oxidation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.067
• 作为产物：
  描述：

  7-甲基吲哚 在 sodium 、 甲基萘 作用下， 生成 7-methyl-N-benzoyl indole
  参考文献：
  名称：

  Kruber, Chemische Berichte, 1926, vol. 59, p. 2755

  摘要：

  DOI：

文献信息

• Palladium(0)-Catalyzed Dearomative [3 + 2] Cycloaddition of 3-Nitroindoles with Vinylcyclopropanes: An Entry to Stereodefined 2,3-Fused Cyclopentannulated Indoline Derivatives
  作者：Maxime Laugeois、Johanne Ling、Charlène Férard、Véronique Michelet、Virginie Ratovelomanana-Vidal、Maxime R. Vitale

  DOI：10.1021/acs.orglett.7b00784

  日期：2017.5.5

  The palladium(0)-catalyzed diastereoselective dearomative cyclopentannulation of 3-nitroindoles with vinylcyclopropanes is described. This straightforward and highly atom-economical method leads to a wide range of functionalized indolines in good yields and diastereoselectivities and represents an unprecedented entry toward the valuable 2,3-fused cyclopentannulated indoline scaffold.

  描述了钯（0）催化的3-硝基吲哚与乙烯基环丙烷的非对映选择性脱芳香环戊烯环化反应。这种直接且高度原子经济的方法导致了多种官能化的二氢吲哚，具有良好的收率和非对映选择性，代表了有价值的2,3-稠合环戊环二氢吲哚骨架的空前进入。
• Ir(I)-Catalyzed C–H Bond Alkylation of C2-Position of Indole with Alkenes: Selective Synthesis of Linear or Branched 2-Alkylindoles
  作者：Shiguang Pan、Naoto Ryu、Takanori Shibata

  DOI：10.1021/ja308742x

  日期：2012.10.24

  A cationic iridium-catalyzed C2-alkylation of N-substituted indole derivatives with various alkenes has been developed, which selectively gives linear or branched 2-alkylindoles in high to excellent selectivity. This protocol relies on the use of the carbonyl group on the nitrogen atom of indole as a directing group: a linear product was predominant when an acetyl group was used as a directing group, and a branched product was predominant with a benzoyl group.
• Metal-free dearomative 2,3-difunctionalization of indoles via radical cascade
  作者：Pranesh Pal、Gadela Karteek Goud、Balasubramanian Sridhar、Prathama S. Mainkar、Kiranmai Nayani、Srivari Chandrasekhar

  DOI：10.1016/j.tetlet.2023.154478

  日期：2023.5