(E)-3-(benzotriazol-1-yl)-2-(t-butyl)-3-phenyl-1-(thiophen-2-yl)prop-2-en-1-one | 1215004-54-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: (E)-3-(benzotriazol-1-yl)-2-(t-butyl)-3-phenyl-1-(thiophen-2-yl)prop-2-en-1-one
• CAS: 1215004-54-8
• 化学式: C₂₃H₂₁N₃OS
• 分子量: 387.505
• InChiKey: OUDOWKBFXYJZSP-MRCUWXFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.68
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  47.78
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (E)-3-(benzotriazol-1-yl)-2-(t-butyl)-3-phenyl-1-(thiophen-2-yl)prop-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64%的产率得到(2-phenyl-1H-indol-3-yl)(thiophen-2-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
• 作为产物：
  描述：

  (E)-3-(benzotriazol-1-yl)-2-(t-butyl)-3-phenyl-1-(thiophen-2-yl)prop-2-en-1-ol 在 potassium dichromate 、 硫酸 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以83%的产率得到(E)-3-(benzotriazol-1-yl)-2-(t-butyl)-3-phenyl-1-(thiophen-2-yl)prop-2-en-1-one
  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