5-phenyl-3,4-dihydro-2H-thiopyrano[2,3-b]quinoline | 1454697-67-6

• 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: 5-phenyl-3,4-dihydro-2H-thiopyrano[2,3-b]quinoline
• CAS: 1454697-67-6
• 化学式: C₁₈H₁₅NS
• 分子量: 277.39
• InChiKey: TWOFTSXNIGGGQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  硫代异氰酸苯酯 、 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以51%的产率得到5-phenyl-3,4-dihydro-2H-thiopyrano[2,3-b]quinoline
  参考文献：
  名称：

  Alkyltriflate-Triggered Annulation of Arylisothiocyanates and Alkynes Leading to Multiply Substituted Quinolines through Domino Electrophilic Activation

  摘要：

  The reaction of arylisothiocyanate, alkyltriflate, and alkynes leads to variously substituted quinolines in high yields. The reaction undergoes alkyltriflate-triggered domino electrophilic activation and avoids the use of a transition-metal catalyst. A variety of functional groups are tolerated in the quinoline ring.

  DOI：

  10.1021/ol500221u

文献信息

• A Concise Construction of Polycyclic Quinolines via Annulation of ω-Cyano-1-alkynes with Diaryliodonium Salts
  作者：Yong Wang、Chao Chen、Shu Zhang、Zhenbang Lou、Xiang Su、Lirong Wen、Ming Li

  DOI：10.1021/ol402164s

  日期：2013.9.20

  A concise construction of polycyclic quinolines via intramolecular [2 + 2 + 2] annulation of omega-cyano-1-alkynes with diaryliodonium salts was realized. The process produced polycyclic quinolines in high yields with readily available staring materials and was tolerated with halogen substituents.