7-chloro-9-(trifluoromethyl)-1,2,3,4-tetrahydroacridine | 1042738-35-1

• 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-chloro-9-(trifluoromethyl)-1,2,3,4-tetrahydroacridine
• 英文别名: 7-Chloro-9-(trifluoromethyl)-1,2,3,4-tetrahydroacridine
• CAS: 1042738-35-1
• 化学式: C₁₄H₁₁ClF₃N
• 分子量: 285.696
• InChiKey: DFKGUGDBTSJBMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(4-chlorophenylamino)-2-trifluoroacetyl-cyclohexene 在 PPA 作用下， 以40%的产率得到7-chloro-9-(trifluoromethyl)-1,2,3,4-tetrahydroacridine
  参考文献：
  名称：

  Synthesis of New Fluorine-Containing 1,2,3,4-Tetrahydroacridines

  摘要：

  A convenient method for the synthesis of a novel series of four 5-trilfluoromethyl-1,2,3,4-tetrahydroacridines, by intramolecular cyclization reactions of 2-trifluoroacetyl-1-(arylamino)-cyclohexene using polyphosphoric acid (PPA), is described. The six new enaminoketone intermediates were obtained by an oxygen-nitrogen exchange reaction from 2-trifluoroacetyl-1-methoxycyclohexene with six 4-substituted anilines.

  DOI：

  10.1080/00397910902803692

文献信息

• The First Proline-Catalyzed Friedlander Annulation: Regioselective Synthesis of 2-Substituted Quinoline Derivatives
  作者：Biao Jiang、Jia-jia Dong、Yun Jin、Xiao-long Du、Min Xu

  DOI：10.1002/ejoc.200800121

  日期：2008.6

  The first proline-catalyzed Friedlander annulation for the synthesis of 2-substituted 4-trifluoromethyl quinoline derivatives is described. Excellent re gio selectivity as well as good yields were shown in a variety of cases, and a tandem aldol-cyclization pathway might be involved. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).

  描述了第一个用于合成 2-取代 4-三氟甲基喹啉衍生物的脯氨酸催化 Friedlander 环化。在各种情况下都显示出优异的区域选择性和良好的产率，并且可能涉及串联醛醇环化途径。((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)。
• Synthesis of New Fluorine-Containing 1,2,3,4-Tetrahydroacridines
  作者：Helio Gauze Bonacorso、Tatiana Soldati de Moraes、Nilo Zanatta、Marcos Antonio Pinto Martins

  DOI：10.1080/00397910902803692

  日期：2009.9.18

  A convenient method for the synthesis of a novel series of four 5-trilfluoromethyl-1,2,3,4-tetrahydroacridines, by intramolecular cyclization reactions of 2-trifluoroacetyl-1-(arylamino)-cyclohexene using polyphosphoric acid (PPA), is described. The six new enaminoketone intermediates were obtained by an oxygen-nitrogen exchange reaction from 2-trifluoroacetyl-1-methoxycyclohexene with six 4-substituted anilines.