2-(2-cyclopropyl-5-methyl-1-tosyl-1H-indol-4-yl)-1-(p-tolyl)ethanone | 1616350-25-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-(2-cyclopropyl-5-methyl-1-tosyl-1H-indol-4-yl)-1-(p-tolyl)ethanone
• 英文别名: 2-[2-Cyclopropyl-5-methyl-1-(4-methylphenyl)sulfonylindol-4-yl]-1-(4-methylphenyl)ethanone；2-[2-cyclopropyl-5-methyl-1-(4-methylphenyl)sulfonylindol-4-yl]-1-(4-methylphenyl)ethanone
• CAS: 1616350-25-4
• 化学式: C₂₈H₂₇NO₃S
• 分子量: 457.593
• InChiKey: QDRFCFNPQQHQFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  64.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-p-methylphenyl-1-trimethylsiloxyethene 、 N-(2-(cyclopropylethynyl)-4-methylphenyl)-4-methylbenzenesulfonamide 在 亚碘酰苯 、 silver trifluoromethanesulfonate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 0.08h， 以81%的产率得到2-(2-cyclopropyl-5-methyl-1-tosyl-1H-indol-4-yl)-1-(p-tolyl)ethanone
  参考文献：
  名称：

  One-Pot Synthesis of Highly Substituted 4-Acetonylindoles via Sequential Dearomatization and Silver-Catalyzed Domino Reaction

  摘要：

  Synthetically useful 4-acetonylindoles have been conveniently prepared from 2-alkynylanilines and silyl enol ethers using a dearomatization strategy. The two-step/one-pot protocol involves an iodosylbenzene-mediated oxidative dearomatization and a silver-catalyzed domino reaction.

  DOI：

  10.1021/ol501678v

文献信息

• One-Pot Synthesis of Highly Substituted 4-Acetonylindoles via Sequential Dearomatization and Silver-Catalyzed Domino Reaction
  作者：Xin Feng、Huiqing Wang、Bo Yang、Renhua Fan

  DOI：10.1021/ol501678v

  日期：2014.7.3

  Synthetically useful 4-acetonylindoles have been conveniently prepared from 2-alkynylanilines and silyl enol ethers using a dearomatization strategy. The two-step/one-pot protocol involves an iodosylbenzene-mediated oxidative dearomatization and a silver-catalyzed domino reaction.