methyl 2-(5-formyl-3-hydroxy-2-oxo-1H-indol-3-yl)prop-2-enoate | 1021359-68-1

• 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: methyl 2-(5-formyl-3-hydroxy-2-oxo-1H-indol-3-yl)prop-2-enoate
• CAS: 1021359-68-1
• 化学式: C₁₃H₁₁NO₅
• 分子量: 261.234
• InChiKey: HVSWLHSJTFCMEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  92.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 2-(3-hydroxy-5-methyl-2-oxo-1H-indol-3-yl)prop-2-enoate 在 ammonium cerium(IV) nitrate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 0.08h， 以87%的产率得到methyl 2-(5-formyl-3-hydroxy-2-oxo-1H-indol-3-yl)prop-2-enoate
  参考文献：
  名称：

  A mild and efficient CAN mediated oxidation of Morita–Baylis–Hillman adducts of 5-methyl-N-alkylisatin to 5-formyl-N-alkylisatin

  摘要：

  A simple, mild and efficient CAN mediated oxidation of Morita-Baylis-Hillman adducts of 5-methyl-N-alkylisatins 1a-13a to 5-formyl-N-alkylisatins lb-13b under ambient reaction conditions is reported. Simple and isomerized 5-methyl-N-alkylisatin derivatives 1-4 have also been tested and failed to provide the corresponding formylated products. A plausible reaction mechanism has been proposed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.119

文献信息

• A mild and efficient CAN mediated oxidation of Morita–Baylis–Hillman adducts of 5-methyl-N-alkylisatin to 5-formyl-N-alkylisatin
  作者：Ponnusamy Shanmugam、Vadivel Vaithiyanathan、Kodirajan Selvakumar

  DOI：10.1016/j.tetlet.2008.01.119

  日期：2008.3

  A simple, mild and efficient CAN mediated oxidation of Morita-Baylis-Hillman adducts of 5-methyl-N-alkylisatins 1a-13a to 5-formyl-N-alkylisatins lb-13b under ambient reaction conditions is reported. Simple and isomerized 5-methyl-N-alkylisatin derivatives 1-4 have also been tested and failed to provide the corresponding formylated products. A plausible reaction mechanism has been proposed. (C) 2008 Elsevier Ltd. All rights reserved.