methyl 2,8-dimethyl-4-oxo-1,4-dihydropyrimido[1,2-a]indole-10-carboxylate | 1569321-21-6

• 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 2,8-dimethyl-4-oxo-1,4-dihydropyrimido[1,2-a]indole-10-carboxylate
• 英文别名: methyl 2,8-dimethyl-4-oxo-1H-pyrimido[1,2-a]indole-10-carboxylate
• CAS: 1569321-21-6
• 化学式: C₁₅H₁₄N₂O₃
• 分子量: 270.288
• InChiKey: DIOXXKNVIXHHCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  60.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(2-bromo-4-methylphenyl)-3-oxobutanamide 、 氰乙酸甲酯 在 copper(l) iodide 、 potassium carbonate 、 六氢吡啶-alpha-羧酸 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以55%的产率得到methyl 2,8-dimethyl-4-oxo-1,4-dihydropyrimido[1,2-a]indole-10-carboxylate
  参考文献：
  名称：

  铜催化的4-氧嘧啶基[1,2- a ]吲哚衍生物的多米诺合成

  摘要：

  AbstractA novel, convenient and efficient copper‐catalyzed domino method for the synthesis of 4‐oxopyrimido[1,2‐a]indole derivatives has been developed, and the corresponding target products were obtained in moderate to good yields. The domino reactions involved sequential copper‐catalyzed intermolecular C‐arylation, intramolecular addition of NH to nitrile and nucleophilic attack of amino to carbonyl, and the obtained N‐(2‐halophenyl)‐3‐oxoalkanamides carry various functional groups.magnified image

  DOI：

  10.1002/adsc.201300475

文献信息

• Copper-Catalyzed Domino Synthesis of 4-Oxopyrimido[1,2-<i>a</i>]indole Derivatives
  作者：Yuyuan Wang、Ruji Wang、Yuyang Jiang、Chunyan Tan、Hua Fu

  DOI：10.1002/adsc.201300475

  日期：2013.10.11

  AbstractA novel, convenient and efficient copper‐catalyzed domino method for the synthesis of 4‐oxopyrimido[1,2‐a]indole derivatives has been developed, and the corresponding target products were obtained in moderate to good yields. The domino reactions involved sequential copper‐catalyzed intermolecular C‐arylation, intramolecular addition of NH to nitrile and nucleophilic attack of amino to carbonyl, and the obtained N‐(2‐halophenyl)‐3‐oxoalkanamides carry various functional groups.magnified image