1-benzoyl-1,2,3,4-tetrahydro-6-phenyl-8-quinolinecarbonitrile | 1253901-05-1

• 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-benzoyl-1,2,3,4-tetrahydro-6-phenyl-8-quinolinecarbonitrile
• 英文别名: 1-benzoyl-6-phenyl-3,4-dihydro-2H-quinoline-8-carbonitrile
• CAS: 1253901-05-1
• 化学式: C₂₃H₁₈N₂O
• 分子量: 338.409
• InChiKey: FGXJJJPBSGBWOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-(3-cyano-5-phenyl-2-furanyl)-N-4-penten-1-ylbenzamide 以 N-甲基吡咯烷酮 为溶剂， 反应 16.0h， 以71%的产率得到1-benzoyl-1,2,3,4-tetrahydro-6-phenyl-8-quinolinecarbonitrile
  参考文献：
  名称：

  Synthesis of Dihydroindoles and Tetrahydroquinolines by the Intramolecular Diels-Alder Reaction of N-Alkenylated 2-Acylamino-3-furancarbonitriles

  摘要：

  An approach to dihydroindoles and tetrahydroquinolines from N-alkenylated 2-acylamino-3-furancarbonitriles via a [4 + 2] cycloaddition reaction is described. Thermal treatment of N-alkenylated 2-acylamino-3-furancarbonitriles 5a-d, 6a-d, 9a-d, and 10a-d, which were prepared from 2-acylamino-3-furancarbonitriles 3a-d and/or 4a-d and 4-bromo-1-butene and/or 5-bromo-1-pentene, caused an intramolecular Diels-Alder reaction to give the corresponding dihydroindole and tetrahydroquinoline derivatives 7a-d, 8a-d, 11a-d, and 12a-d. This method has the advantage of easier work-up procedure.

  DOI：

  10.3987/com-10-11936

文献信息

• Synthesis of Dihydroindoles and Tetrahydroquinolines by the Intramolecular Diels-Alder Reaction of N-Alkenylated 2-Acylamino-3-furancarbonitriles
  作者：Hiroshi Maruoka、Fumi Okabe、Yoshimichi Koutake、Eiichi Masumoto、Toshihiro Fujioka、Kenji Yamagata

  DOI：10.3987/com-10-11936

  日期：——

  An approach to dihydroindoles and tetrahydroquinolines from N-alkenylated 2-acylamino-3-furancarbonitriles via a [4 + 2] cycloaddition reaction is described. Thermal treatment of N-alkenylated 2-acylamino-3-furancarbonitriles 5a-d, 6a-d, 9a-d, and 10a-d, which were prepared from 2-acylamino-3-furancarbonitriles 3a-d and/or 4a-d and 4-bromo-1-butene and/or 5-bromo-1-pentene, caused an intramolecular Diels-Alder reaction to give the corresponding dihydroindole and tetrahydroquinoline derivatives 7a-d, 8a-d, 11a-d, and 12a-d. This method has the advantage of easier work-up procedure.