1-(5-tosyl-5,7,8,9,10,10a-hexahydrophenanthridin-10a-yl)pentan-1-one | 1359966-84-9

• 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-(5-tosyl-5,7,8,9,10,10a-hexahydrophenanthridin-10a-yl)pentan-1-one
• 英文别名: 1-[5-(4-Methylphenyl)sulfonyl-7,8,9,10-tetrahydrophenanthridin-10a-yl]pentan-1-one；1-[5-(4-methylphenyl)sulfonyl-7,8,9,10-tetrahydrophenanthridin-10a-yl]pentan-1-one
• CAS: 1359966-84-9
• 化学式: C₂₅H₂₉NO₃S
• 分子量: 423.576
• InChiKey: NSRKHMOCMJWWBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-[2-(1-butyl-3-methoxy-4,5,6,7-tetrahydro-3H-2-benzofuran-1-yl)phenyl]-4-methylbenzenesulfonamide 在 mercuric triflate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 0.08h， 以98%的产率得到1-(5-tosyl-5,7,8,9,10,10a-hexahydrophenanthridin-10a-yl)pentan-1-one
  参考文献：
  名称：

  Hg(OTf)₂-Catalyzed Vinylogous Semi-Pinacol Rearrangement Leading to 1,4-Dihydroquinolines

  摘要：

  An efficient method for the construction of dihydroquinoline derivatives possessing a quaternary carbon center is developed by an application of Hg(OTf)(2)-catalyzed vinylogous semi-pinacol-type rearrangement. The reaction was found to be specifically catalyzed by mercury salt and to proceed via a bicyclic aminal.

  DOI：

  10.1021/ol2034492

文献信息

• Hg(OTf)₂-Catalyzed Vinylogous Semi-Pinacol Rearrangement Leading to 1,4-Dihydroquinolines
  作者：Kosuke Namba、Michika Kanaki、Hiroki Suto、Mugio Nishizawa、Keiji Tanino

  DOI：10.1021/ol2034492

  日期：2012.3.2

  An efficient method for the construction of dihydroquinoline derivatives possessing a quaternary carbon center is developed by an application of Hg(OTf)(2)-catalyzed vinylogous semi-pinacol-type rearrangement. The reaction was found to be specifically catalyzed by mercury salt and to proceed via a bicyclic aminal.