7,8-dihydro-7,7,10-trimethyl[1,3]dioxolo[4,5-b]acridin-9(6H)-one | 1170357-46-6

• 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: 7,8-dihydro-7,7,10-trimethyl[1,3]dioxolo[4,5-b]acridin-9(6H)-one
• 英文别名: 7,7,10-trimethyl-6,8-dihydro-[1,3]benzodioxolo[5,6-b]quinolin-9-one
• CAS: 1170357-46-6
• 化学式: C₁₇H₁₇NO₃
• 分子量: 283.327
• InChiKey: WUVIZXVXRGEDBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2'-氨基-4',5'-亚甲二氧基苯乙酮 、 5,5-二甲基-1,3-环己二酮 在 lithium trifluoromethanesulfonate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.58h， 以85%的产率得到7,8-dihydro-7,7,10-trimethyl[1,3]dioxolo[4,5-b]acridin-9(6H)-one
  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

文献信息

• Lithium triflate (LiOTf): a highly efficient and reusable catalytic system for the synthesis of diversified quinolines under neat conditions
  作者：Amol B. Atar、Someshwer D. Dindulkar、Yeon Tae Jeong

  DOI：10.1007/s00706-012-0906-2

  日期：2013.5

  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.