methyl 4-oxo-4-phenyl-2-((quinolin-2-yl)methyl)butanoate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4-oxo-4-phenyl-2-((quinolin-2-yl)methyl)butanoate
• 英文别名: Methyl 4-oxo-4-phenyl-2-(quinolin-2-ylmethyl)butanoate；methyl 4-oxo-4-phenyl-2-(quinolin-2-ylmethyl)butanoate
• 化学式: C₂₁H₁₉NO₃
• 分子量: 333.387
• InChiKey: DXIQVJWKHVWJHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  56.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基喹啉 、 methyl 3-benzoylacrylate 在 indium(III) chloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 以85%的产率得到methyl 4-oxo-4-phenyl-2-((quinolin-2-yl)methyl)butanoate
  参考文献：
  名称：

  Indium trichloride catalyzed sp3 C–H bond functionalization of 2-alkyl azaarenes under microwave irradiation

  摘要：

  Microwave promoted indium trichloride (10 mol %) catalyzed sp(3) C-H bond functionalization of 2-alkyl azaarenes 1 or 4 has been observed to construct C-C bond either with but-2-ene-1,4-diones 2 or (E)-3-(2-oxo-2-phenylethylidene)indolin-2-one (6) giving access to 2-((quinolin-2-yl)methyl)butane-1,4-diones 3, 2-((pyridin-2-yl)methyl)butane-1,4-diones 5, or 3-(quinolin-2-yl)propan-2-yl)indolin-2-ones 7 in good yields using 1,4-dioxane as solvent. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.058

文献信息

• Indium trichloride catalyzed sp3 C–H bond functionalization of 2-alkyl azaarenes under microwave irradiation
  作者：Sourav Chatterjee、Pinaki Bhattacharjee、Jagadeesh Temburu、Debkumar Nandi、Parasuraman Jaisankar

  DOI：10.1016/j.tetlet.2014.10.058

  日期：2014.12

  Microwave promoted indium trichloride (10 mol %) catalyzed sp(3) C-H bond functionalization of 2-alkyl azaarenes 1 or 4 has been observed to construct C-C bond either with but-2-ene-1,4-diones 2 or (E)-3-(2-oxo-2-phenylethylidene)indolin-2-one (6) giving access to 2-((quinolin-2-yl)methyl)butane-1,4-diones 3, 2-((pyridin-2-yl)methyl)butane-1,4-diones 5, or 3-(quinolin-2-yl)propan-2-yl)indolin-2-ones 7 in good yields using 1,4-dioxane as solvent. (C) 2014 Elsevier Ltd. All rights reserved.