(R)-1-allyl-5-bromo-3-hydroxy-3-(2'-oxopropyl)indolin-2-one | 1438277-36-1

• 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: (R)-1-allyl-5-bromo-3-hydroxy-3-(2'-oxopropyl)indolin-2-one
• 英文别名: (3R)-5-bromo-3-hydroxy-3-(2-oxopropyl)-1-prop-2-enylindol-2-one
• CAS: 1438277-36-1
• 化学式: C₁₄H₁₄BrNO₃
• 分子量: 324.174
• InChiKey: RTMMACFHSSVUCN-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  丙酮 、 1-烯丙基-5-溴二氢吲哚-2,3-二酮 在 2,4-二硝基酚 、 (1S)-1-((S)-1-methylpropyl)-(2-morpholin-4-ylethyl)amine 作用下， 以 水 为溶剂， 反应 76.08h， 以62%的产率得到
  参考文献：
  名称：

  Organocatalyzed direct asymmetric aldol reaction of isatins in water: low catalyst loading in command

  摘要：

  Simple primary tertiary diamines easily derived from natural primary amino acids have been used to catalyze the aldol reactions in water. The 1 mol % of diamine catalyst is sufficient to catalyze the aldol reaction of cyclohexanone/acetone to isatins provided 3-substituted-3-hydroxy-2-oxindole in good yield and good enantioselectivity. The methodology highlights the importance of low catalyst loading in achieving high enantioselectivity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.044

文献信息

• Organocatalyzed direct asymmetric aldol reaction of isatins in water: low catalyst loading in command
  作者：Akshay Kumar、Swapandeep Singh Chimni

  DOI：10.1016/j.tet.2013.04.044

  日期：2013.6

  Simple primary tertiary diamines easily derived from natural primary amino acids have been used to catalyze the aldol reactions in water. The 1 mol % of diamine catalyst is sufficient to catalyze the aldol reaction of cyclohexanone/acetone to isatins provided 3-substituted-3-hydroxy-2-oxindole in good yield and good enantioselectivity. The methodology highlights the importance of low catalyst loading in achieving high enantioselectivity. (C) 2013 Elsevier Ltd. All rights reserved.