9,9-dimethyl-12-(4-fluorophenyl)-8,9,10,12-tetrahydro-7H-benzo[a]acridin-11-one

• 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: 9,9-dimethyl-12-(4-fluorophenyl)-8,9,10,12-tetrahydro-7H-benzo[a]acridin-11-one
• 英文别名: 12-(4-fluorophenyl)-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]acridin-11(7H)-one；12-(4-fluorophenyl)-9,9-dimethyl-7,8,10,12-tetrahydrobenzo[a]acridin-11-one
• 化学式: C₂₅H₂₂FNO
• 分子量: 371.454
• InChiKey: DWTICQNCUUUUNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 4-fluorophenylmethylene-2-naphthylamine 以 正丁醇 为溶剂， 以80%的产率得到9,9-dimethyl-12-(4-fluorophenyl)-8,9,10,12-tetrahydro-7H-benzo[a]acridin-11-one
  参考文献：
  名称：

  Condensation of fluorosubstituted benzaldehydes with amines and cyclic 1,3-diketones

  摘要：

  Condensation of fluorosubstituted benzaldehydes with 2-naphthyl or 6-quinolylamine and cyclic beta-diketones (,3-cyclohexanedione, dimedone, and 1,3-indandione) provided new fluoroderivatives of benzo[a]acridine, 4,7-phenanthroline, and benzo[f]indeno[1,2-b]quinoline. Forming in the course of the reaction fluorophenylmethylene-2-naphthyl-(or 6-quinolyl)amines, arylbis(cyclohexane-1,3-dion-2-yl)methanes, and 2-(fluorophenylmethylene)- 1,3-indandiones were isolated.

  DOI：

  10.1134/s107042800611011x

文献信息

• The first example of glucose-containing Brønsted acid synthesis and catalysis: efficient synthesis of tetrahydrobenzo[α]xanthens and tetrahydrobenzo[α]acridines in water
  作者：Yu Wan、Xiao-xiao Zhang、Chao Wang、Ling-ling Zhao、Liang-feng Chen、Gui-xiang Liu、Shu-ying Huang、Shu-ning Yue、Wen-li Zhang、Hui Wu

  DOI：10.1016/j.tet.2013.03.029

  日期：2013.5

  Glucose sulfonic acid (GSA) was synthesized for the first time and used as an efficient catalyst for the preparation of tetrahydrobenzo[alpha]xanthens and tetrahydrobenzo[alpha]acridines via the reaction of aromatic aldehydes, 2-naphthol (or beta-naphthylamine), and dimedone in water. Up to four new bonds and one new ring were formed in one-pot with water as the only by-product in these two reactions. The work opens up a new and efficient synthesis and application of sugar-containing Bronsted acid. (C) 2013 Elsevier Ltd. All rights reserved.