6-Hydroxy-2,3-dihydro-indole-1-carboxylic acid methyl ester | 230299-63-5

• 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: 6-Hydroxy-2,3-dihydro-indole-1-carboxylic acid methyl ester
• 英文别名: Methyl 6-hydroxy-2,3-dihydroindole-1-carboxylate
• CAS: 230299-63-5
• 化学式: C₁₀H₁₁NO₃
• 分子量: 193.202
• InChiKey: FWCUROSUWFRUAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-Hydroxy-2,3-dihydro-indole-1-carboxylic acid methyl ester 在 [双(三氟乙酰氧基)碘]苯 作用下， 以39%的产率得到3a-Fluoro-6-oxo-2,3,3a,6-tetrahydro-indole-1-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of hydroindolenones and hydroquinolenones by hypervalent iodine oxidation of mono or bicyclic phenols

  摘要：

  Methoxy or fluoro hydroindolenones and hydroquinolenones can be obtained by oxidation of the corresponding 4-substituted open-chain phenols with C6H5-I-(OCOCF3)(2) with methanol or pyridinium polyhydrogen fluoride followed by an intramolecular conjugate addition. The corresponding cycle 2,5-hexadienones can be obtained directly by a similar oxidation of the bicyclic phenols. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00718-2

文献信息

• Synthesis of hydroindolenones and hydroquinolenones by hypervalent iodine oxidation of mono or bicyclic phenols
  作者：Omar Karam、Agnès Martin、Marie-Paule Jouannetaud、Jean-Claude Jacquesy

  DOI：10.1016/s0040-4039(99)00718-2

  日期：1999.5

  Methoxy or fluoro hydroindolenones and hydroquinolenones can be obtained by oxidation of the corresponding 4-substituted open-chain phenols with C6H5-I-(OCOCF3)(2) with methanol or pyridinium polyhydrogen fluoride followed by an intramolecular conjugate addition. The corresponding cycle 2,5-hexadienones can be obtained directly by a similar oxidation of the bicyclic phenols. (C) 1999 Elsevier Science Ltd. All rights reserved.