1-(2-phenyloxyethyl)-2-phenylsulfonylindole | 1243565-37-8

• 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: 1-(2-phenyloxyethyl)-2-phenylsulfonylindole
• 英文别名: 2-Benzenesulfonyl-1-(2-phenoxyethyl)-1H-indole；2-(benzenesulfonyl)-1-(2-phenoxyethyl)indole
• CAS: 1243565-37-8
• 化学式: C₂₂H₁₉NO₃S
• 分子量: 377.464
• InChiKey: QCFFAQHUIHZJIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  56.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-phenyloxyethyl)-2-phenylsulfonylindole 在 Raney nickel 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以85%的产率得到1-(2-phenoxyethyl)-1H-indole
  参考文献：
  名称：

  2- and 3-phenylsulfonylindoles – synthetic equivalents of unsubstituted indole in N-alkylation reactions

  摘要：

  The N-alkylation of 2- and 3-phenylsulfonylindoles under various conditions and the subsequent removal of the activating phenylsulfonyl group by reductive desulfonylation using Raney nickel leads to N-alkylindoles in high yield. 2-Phenylsulfonylindole readily undergoes the Mitsunobu reaction, while isomeric 3-phenylsulfonylindole is relatively inert under these conditions.

  DOI：

  10.1007/s10593-010-0504-3
• 作为产物：
  描述：

  2-(phenylthio)-1H-indole 在 Oxone 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 为溶剂， 生成 1-(2-phenyloxyethyl)-2-phenylsulfonylindole
  参考文献：
  名称：

  2- and 3-phenylsulfonylindoles – synthetic equivalents of unsubstituted indole in N-alkylation reactions

  摘要：

  The N-alkylation of 2- and 3-phenylsulfonylindoles under various conditions and the subsequent removal of the activating phenylsulfonyl group by reductive desulfonylation using Raney nickel leads to N-alkylindoles in high yield. 2-Phenylsulfonylindole readily undergoes the Mitsunobu reaction, while isomeric 3-phenylsulfonylindole is relatively inert under these conditions.

  DOI：

  10.1007/s10593-010-0504-3

文献信息

• 2- and 3-phenylsulfonylindoles – synthetic equivalents of unsubstituted indole in N-alkylation reactions
  作者：A. V. Karchava、I. S. Shuleva、A. A. Ovcharenko、M. A. Yurovskaya

  DOI：10.1007/s10593-010-0504-3

  日期：2010.7

  The N-alkylation of 2- and 3-phenylsulfonylindoles under various conditions and the subsequent removal of the activating phenylsulfonyl group by reductive desulfonylation using Raney nickel leads to N-alkylindoles in high yield. 2-Phenylsulfonylindole readily undergoes the Mitsunobu reaction, while isomeric 3-phenylsulfonylindole is relatively inert under these conditions.