2-tert-butyl-7-fluoro-3-phenyl-1-(trifluoromethyl)-1,2-dihydroisoquinoline

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-tert-butyl-7-fluoro-3-phenyl-1-(trifluoromethyl)-1,2-dihydroisoquinoline
• 化学式: C₂₀H₁₉F₄N
• 分子量: 349.371
• InChiKey: YGAXJUXXYMWKDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.04
• 重原子数：
  25.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  N-tert-butyl-(5-fluoro-2-(phenylethynyl))benzaldimine 、 (三氟甲基)三甲基硅烷 在 silver hexafluoroantimonate 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 以53%的产率得到2-tert-butyl-7-fluoro-3-phenyl-1-(trifluoromethyl)-1,2-dihydroisoquinoline
  参考文献：
  名称：

  Generation of 1-(trifluoromethyl)-1,2-dihydroisoquinolines via a silver(I)-catalyzed reaction of 2-alkynylaryl aldimine with trimethyl(trifluoromethyl)silane

  摘要：

  A silver(I)-catalyzed reaction of 2-alkynylaryl aldimine with trimethyl(trifluoromethyl)silane is reported. This reaction proceeds efficiently under extremely mild conditions to generate 1-(trifluoromethyl)-1,2-dihydroisoquinolines in good yields. A three-component reaction of 2-alkynylbenzaldehyde, amine, with trimethyl(trifluoromethyl)silane is presented as well. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.064

文献信息

• One-Pot Synthesis of 1-(Trifluoromethyl)-4-fluoro-1,2-dihydroisoquinolines and 4,4-Difluoro-1,2,3,4-tetrahydroisoquinolines
  作者：Qilun Liu、Yichen Wu、Pinhong Chen、Guosheng Liu

  DOI：10.1021/ol403059z

  日期：2013.12.20

  A cascade approach to 1-(trifluoromethyl)-4-fluoro-1,2-dihydroisoquinolines and 4,4-difluorotetrahydroisoquinolines has been developed. The procedure involves a silver-catalyzed intramolecular aminofluorination of alkyne. This one-pot reaction provides an efficient way to synthesize various fluorinated isoquinolines.

  已经开发出一种级联方法用于1-（三氟甲基）-4-氟-1,2-二氢异喹啉和4,4-二氟四氢异喹啉。该过程涉及炔烃的银催化的分子内氨基氟化。这种一锅法反应提供了一种合成各种氟化异喹啉的有效方法。
• Generation of 1-(trifluoromethyl)-1,2-dihydroisoquinolines via a silver(I)-catalyzed reaction of 2-alkynylaryl aldimine with trimethyl(trifluoromethyl)silane
  作者：Xianbo Wang、Guanyinsheng Qiu、Ling Zhang、Jie Wu

  DOI：10.1016/j.tetlet.2013.12.064

  日期：2014.1

  A silver(I)-catalyzed reaction of 2-alkynylaryl aldimine with trimethyl(trifluoromethyl)silane is reported. This reaction proceeds efficiently under extremely mild conditions to generate 1-(trifluoromethyl)-1,2-dihydroisoquinolines in good yields. A three-component reaction of 2-alkynylbenzaldehyde, amine, with trimethyl(trifluoromethyl)silane is presented as well. (C) 2013 Elsevier Ltd. All rights reserved.