3-(4-methoxyphenyl)sulfanyl-1H-indole-2-carboxylic acid | 1369559-01-2

• 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: 3-(4-methoxyphenyl)sulfanyl-1H-indole-2-carboxylic acid
• CAS: 1369559-01-2
• 化学式: C₁₆H₁₃NO₃S
• 分子量: 299.35
• InChiKey: WKPRAVLWTDRCQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  87.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  吲哚-2-羧酸 、 4,4'-二甲氧基二苯二硫 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.07h， 以90%的产率得到3-(4-methoxyphenyl)sulfanyl-1H-indole-2-carboxylic acid
  参考文献：
  名称：

  Venting-while-Heating Microwave-Assisted Synthesis of 3-Arylthioindoles

  摘要：

  We report the first example of venting-while-heating microwave-assisted synthesis of a small library of 3-arylthioindoles. Compounds were prepared in excellent isolated yields (90-98%) within 4 min in a closed vessel by treating indoles with disulfides in the presence of sodium hydride in anhydrous N,N-dimethylformamide. The method was not affected by electron-donating and -withdrawing substituents both on 3-arylthio moiety and at 2- and 5-positions of the indole nucleus.

  DOI：

  10.1021/co200165j

文献信息

• Venting-while-Heating Microwave-Assisted Synthesis of 3-Arylthioindoles
  作者：Giuseppe La Regina、Valerio Gatti、Valeria Famiglini、Francesco Piscitelli、Romano Silvestri

  DOI：10.1021/co200165j

  日期：2012.4.9

  We report the first example of venting-while-heating microwave-assisted synthesis of a small library of 3-arylthioindoles. Compounds were prepared in excellent isolated yields (90-98%) within 4 min in a closed vessel by treating indoles with disulfides in the presence of sodium hydride in anhydrous N,N-dimethylformamide. The method was not affected by electron-donating and -withdrawing substituents both on 3-arylthio moiety and at 2- and 5-positions of the indole nucleus.