5-methoxy-3-methyl-1-[1-methyl-1-(lphenylsulfanyl)ethyl]indole | 1220093-81-1

• 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: 5-methoxy-3-methyl-1-[1-methyl-1-(lphenylsulfanyl)ethyl]indole
• 英文别名: 5-Methoxy-3-methyl-1-(2-phenylsulfanylpropan-2-yl)indole；5-methoxy-3-methyl-1-(2-phenylsulfanylpropan-2-yl)indole
• CAS: 1220093-81-1
• 化学式: C₁₉H₂₁NOS
• 分子量: 311.448
• InChiKey: UDWGBEXHIPEMRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  39.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-甲氧基-3-甲基-1H-吲哚 、 isopropenyl phenyl sulfide 在 camphor-10-sulfonic acid 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以55%的产率得到5-methoxy-3-methyl-1-[1-methyl-1-(lphenylsulfanyl)ethyl]indole
  参考文献：
  名称：

  Synthesis of 1-(1-Arylsulfanylalkyl)indoles and 2,2-Bis[1-(1-arylsulfanylalkyl)indol-3-yl]propanes by Acid-Catalyzed Reactions of Indoles with Aryl Vinyl Sulfides

  摘要：

  We report a facile synthesis of 1-(1-arylsulfanylalkyl)indoles and 2,2-bis[1-(1-arylsulfanylalkyl)indol-3-yl]propanes under mild conditions. Thus, treatment of 3-substituted indoles with aryl vinyl sulfides in dichloromethane at room temperature in the presence of a catalytic amount of (+/-)-camphor-10-sulfonic acid yields the former indole derivatives in moderate to fair yields. 3-Nonsubstituted indoles can be transformed into the latter indole derivatives in satisfactory yields on treatment with excess aryl vinyl sulfides in the presence of a catalytic amount of the acid under similar conditions.

  DOI：

  10.3987/com-09-11867

文献信息

• Synthesis of 1-(1-Arylsulfanylalkyl)indoles and 2,2-Bis[1-(1-arylsulfanylalkyl)indol-3-yl]propanes by Acid-Catalyzed Reactions of Indoles with Aryl Vinyl Sulfides
  作者：Kazuhiro Kobayashi、Yuu Shirai、Shuhei Fukamachi、Hisatoshi Konishi

  DOI：10.3987/com-09-11867

  日期：——

  We report a facile synthesis of 1-(1-arylsulfanylalkyl)indoles and 2,2-bis[1-(1-arylsulfanylalkyl)indol-3-yl]propanes under mild conditions. Thus, treatment of 3-substituted indoles with aryl vinyl sulfides in dichloromethane at room temperature in the presence of a catalytic amount of (+/-)-camphor-10-sulfonic acid yields the former indole derivatives in moderate to fair yields. 3-Nonsubstituted indoles can be transformed into the latter indole derivatives in satisfactory yields on treatment with excess aryl vinyl sulfides in the presence of a catalytic amount of the acid under similar conditions.