1-methylsulfonyl-2-[4-(trifluoromethyl)phenyl]-1,2-dihydroquinoline | 1159426-20-6

• 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: 1-methylsulfonyl-2-[4-(trifluoromethyl)phenyl]-1,2-dihydroquinoline
• 英文别名: 1-methylsulfonyl-2-[4-(trifluoromethyl)phenyl]-2H-quinoline
• CAS: 1159426-20-6
• 化学式: C₁₇H₁₄F₃NO₂S
• 分子量: 353.365
• InChiKey: UUYXJLIDNBCQBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  、 2-甲磺酰氨基苯甲醛 在 三甲基氯硅烷 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以33%的产率得到1-methylsulfonyl-2-[4-(trifluoromethyl)phenyl]-1,2-dihydroquinoline
  参考文献：
  名称：

  Synthesis of 2H-chromenes and 1,2-dihydroquinolines from aryl aldehydes, amines, and alkenylboron compounds

  摘要：

  The one-step reaction of salicylaldehydes with amines and alkenyl boronic acids or alkenyl trifluoroborates to form 2H-chromenes (2H-1-benzopyrans) has been investigated in more detail and new suitable conditions have been identified, including the use of tertiary amines and protic solvents including water. This process was applied to a concise synthesis of a tocopherol analog. The analogous condensation reaction between 2-sulfamidobenzaldehydes and alkenyl trifluoroborates provides an efficient synthesis of 1,2-dihydroquinoline derivatives. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.11.050

文献信息

• Synthesis of 2H-chromenes and 1,2-dihydroquinolines from aryl aldehydes, amines, and alkenylboron compounds
  作者：Nicos A. Petasis、Alexey N. Butkevich

  DOI：10.1016/j.jorganchem.2008.11.050

  日期：2009.5

  The one-step reaction of salicylaldehydes with amines and alkenyl boronic acids or alkenyl trifluoroborates to form 2H-chromenes (2H-1-benzopyrans) has been investigated in more detail and new suitable conditions have been identified, including the use of tertiary amines and protic solvents including water. This process was applied to a concise synthesis of a tocopherol analog. The analogous condensation reaction between 2-sulfamidobenzaldehydes and alkenyl trifluoroborates provides an efficient synthesis of 1,2-dihydroquinoline derivatives. (C) 2008 Elsevier B.V. All rights reserved.