methyl 5-methyl-3,4-dihydroquinoline-1(2H)-carboxylate | 959421-96-6

• 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: methyl 5-methyl-3,4-dihydroquinoline-1(2H)-carboxylate
• 英文别名: methyl 5-methyl-3,4-dihydro-2H-quinoline-1-carboxylate
• CAS: 959421-96-6
• 化学式: C₁₂H₁₅NO₂
• mdl: MFCD27923795
• 分子量: 205.257
• InChiKey: NRAJSCNQUNQFEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 platinum(II) oxide silver trifluoromethanesulfonate 、 氢气 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 生成 methyl 7-methyl-3,4-dihydroquinoline-1(2H)-carboxylate 、 methyl 5-methyl-3,4-dihydroquinoline-1(2H)-carboxylate
  参考文献：
  名称：

  Gold-Catalyzed Hydroarylation of Allenes:  A Highly Regioselective Carbon−Carbon Bond Formation Producing Six-Membered Rings

  摘要：

  Gold-catalyzed intramolecular hydroarylation of allenic anilines and phenols offers an efficient route to dihydroquinoline and chromene derivatives under mild reaction conditions. The hydroarylation takes place at the terminal or central allenic carbon depending on the substrate structure, leading to a highly selective formation of six-membered rings.

  DOI：

  10.1021/ol702179n

文献信息

• Gold-Catalyzed Hydroarylation of Allenes:  A Highly Regioselective Carbon−Carbon Bond Formation Producing Six-Membered Rings
  作者：Toshiaki Watanabe、Shinya Oishi、Nobutaka Fujii、Hiroaki Ohno

  DOI：10.1021/ol702179n

  日期：2007.11.1

  Gold-catalyzed intramolecular hydroarylation of allenic anilines and phenols offers an efficient route to dihydroquinoline and chromene derivatives under mild reaction conditions. The hydroarylation takes place at the terminal or central allenic carbon depending on the substrate structure, leading to a highly selective formation of six-membered rings.