3,3-dimethyl-2-(phenanthridin-6-yl)-1-phenylbutan-1-one | 1215004-69-5

• 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: 3,3-dimethyl-2-(phenanthridin-6-yl)-1-phenylbutan-1-one
• 英文别名: 3,3-Dimethyl-2-phenanthridin-6-yl-1-phenylbutan-1-one；3,3-dimethyl-2-phenanthridin-6-yl-1-phenylbutan-1-one
• CAS: 1215004-69-5
• 化学式: C₂₅H₂₃NO
• 分子量: 353.464
• InChiKey: XPFWONHJGTYPQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-3-(benzotriazol-1-yl)-2-(t-butyl)-1,3-diphenylprop-2-en-1-one 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 5.0h， 以67%的产率得到phenyl(2-phenyl-1H-indol-3-yl)methanone
  参考文献：
  名称：

  Practical method for synthesis of 2,3-disubstituted indole derivatives promoted by β-(benzotriazol-1-yl)allylic O-stannyl ketyl radicals

  摘要：

  Treatment of beta-aryl-beta-(benzotriazol-1-yl)-alpha-primary alkyl (or aryl)-alpha,beta-unsaturated ketones 1 with n-Bu3SnH (4 equiv) in a catalytic amount of AlBN in PhH at reflux afforded 3-alkyl (or aryl)-2-arylindoles 8 in good yields. However, when tert-butyl group is bonded at alpha-position, 3-acyl (or aroyl)-2-arylindoles 9 were obtained as major products along with phenanthridines 5 as minor products. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.030

文献信息

• Practical method for synthesis of 2,3-disubstituted indole derivatives promoted by β-(benzotriazol-1-yl)allylic O-stannyl ketyl radicals
  作者：Taehoon Kim、Kyongtae Kim

  DOI：10.1016/j.tetlet.2009.12.030

  日期：2010.2

  Treatment of beta-aryl-beta-(benzotriazol-1-yl)-alpha-primary alkyl (or aryl)-alpha,beta-unsaturated ketones 1 with n-Bu3SnH (4 equiv) in a catalytic amount of AlBN in PhH at reflux afforded 3-alkyl (or aryl)-2-arylindoles 8 in good yields. However, when tert-butyl group is bonded at alpha-position, 3-acyl (or aroyl)-2-arylindoles 9 were obtained as major products along with phenanthridines 5 as minor products. (C) 2009 Elsevier Ltd. All rights reserved.