6,7,8,9-tetrahydro-10-methyl[1,3]dioxolo[4,5-b]acridine | 1431472-18-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6,7,8,9-tetrahydro-10-methyl[1,3]dioxolo[4,5-b]acridine
• 英文别名: 10-methyl-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-b]acridine
• CAS: 1431472-18-2
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: MIRDCZVZPRHDQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  环己酮 、 2'-氨基-4',5'-亚甲二氧基苯乙酮 在 lithium trifluoromethanesulfonate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.7h， 以84%的产率得到6,7,8,9-tetrahydro-10-methyl[1,3]dioxolo[4,5-b]acridine
  参考文献：
  名称：

  Lithium triflate (LiOTf): a highly efficient and reusable catalytic system for the synthesis of diversified quinolines under neat conditions

  摘要：

  A series of diverse polyfunctionalized quinolines were easily prepared in excellent yields via a Friedlander reaction of o-aminoaryl ketone or o-aminoaryl aldehyde with alpha-methylene ketones using lithium triflate as an expeditious catalyst under solvent free conditions. The protocol provides a practical and straightforward approach toward highly functionalized quinoline derivatives in excellent yields. The catalyst is easily recoverable and less sensitive to moisture, which makes this protocol more advantageous.

  DOI：

  10.1007/s00706-012-0906-2