N-[(7-methylindol-3-yl)-(phenyl)methyl]-4-methylbenzenesulfonamide | 1299494-19-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[(7-methylindol-3-yl)-(phenyl)methyl]-4-methylbenzenesulfonamide
• 英文别名: 4-methyl-N-[(7-methyl-1H-indol-3-yl)-phenylmethyl]benzenesulfonamide
• CAS: 1299494-19-1；1332481-12-5
• 化学式: C₂₃H₂₂N₂O₂S
• 分子量: 390.506
• InChiKey: DMJAMPJGYUYHMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  70.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对甲苯磺酰胺 在 磷酸二苯酯 、 硅酸四乙酯 作用下， 以 甲苯 为溶剂， 反应 12.0h， 生成 N-[(7-methylindol-3-yl)-(phenyl)methyl]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Organic hydrogen phosphites and hydrogen phosphates catalyzed Friedel–Crafts amidoalkylation of indoles with aryl aldimines

  摘要：

  A highly efficient and selective Friedel-Crafts amidoalkylation reaction of indoles with N-Ts aryl aldimines has been developed utilizing dimethyl hydrogen phosphite or diphenyl hydrogen phosphate as the organocatalysts, providing a facile and cost-effective process for synthesis of 3-indolyl methanamine derivatives in good to excellent yields. This transformation displays a broad substrate scope and wide functional-group tolerability, regardless of the electronic and steric properties of N-Ts aryl aldimines. Given that the developed catalytic Friedel-Crafts amidoalkylation reaction exhibits several salient features such as metal-free catalysis, high efficiency, low cost and mild reaction condition, this process might have practical applications in the synthesis of 3-indolyl methanamine derivatives. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.010

文献信息

• Organic hydrogen phosphites and hydrogen phosphates catalyzed Friedel–Crafts amidoalkylation of indoles with aryl aldimines
  作者：Bei-Lei Wang、Jin-Xin Zhang、Nai-Kai Li、Guo-Gui Liu、Qi Shen、Xing-Wang Wang

  DOI：10.1016/j.tetlet.2011.07.010

  日期：2011.9

  A highly efficient and selective Friedel-Crafts amidoalkylation reaction of indoles with N-Ts aryl aldimines has been developed utilizing dimethyl hydrogen phosphite or diphenyl hydrogen phosphate as the organocatalysts, providing a facile and cost-effective process for synthesis of 3-indolyl methanamine derivatives in good to excellent yields. This transformation displays a broad substrate scope and wide functional-group tolerability, regardless of the electronic and steric properties of N-Ts aryl aldimines. Given that the developed catalytic Friedel-Crafts amidoalkylation reaction exhibits several salient features such as metal-free catalysis, high efficiency, low cost and mild reaction condition, this process might have practical applications in the synthesis of 3-indolyl methanamine derivatives. (C) 2011 Elsevier Ltd. All rights reserved.