2-butyl-4,4,8-trichloro-2-azaspiro[4.5]deca-6,9-dien-3-one | 1431660-30-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 2-butyl-4,4,8-trichloro-2-azaspiro[4.5]deca-6,9-dien-3-one
• CAS: 1431660-30-8
• 化学式: C₁₃H₁₆Cl₃NO
• 分子量: 308.635
• InChiKey: IOENVMBOTICGNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-butyl-4,4,8-trichloro-2-azaspiro[4.5]deca-6,9-dien-3-one 在 水 作用下， 以 乙腈 为溶剂， 反应 1.0h， 生成 2-butyl-4,4-dichloro-8-hydroxy-2-azaspiro[4.5]deca-6,9-dien-3-one
  参考文献：
  名称：

  Dearomative radical spirocyclization from N-ce:raghubenzyltrichloroacetamides revisited using a copper(I)-mediated atom transfer reaction leading to 2-azaspiro[4.5]decanes

  摘要：

  An atom transfer radical dearomatizing spirocyclization from N-benzyltrichloroacetamides using CuCl regioselectively leads to 2-azaspiro[4.5]decadienes, in which the labile allylic chlorine atom is easily replaced by a hydroxyl group in aqueous medium or by quenching with methanol or allylamine. After oxidation of the target compound, the N-tert-butyl group can be removed from the resulting spirocyclohexanedienone. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.019
• 作为产物：
  描述：

  N-benzyl-N-butyl-2,2,2-trichloroacetamide 在 copper(l) chloride 作用下， 以 乙腈 为溶剂， 反应 0.25h， 生成 2-butyl-4,4,8-trichloro-2-azaspiro[4.5]deca-6,9-dien-3-one
  参考文献：
  名称：

  Dearomative radical spirocyclization from N-ce:raghubenzyltrichloroacetamides revisited using a copper(I)-mediated atom transfer reaction leading to 2-azaspiro[4.5]decanes

  摘要：

  An atom transfer radical dearomatizing spirocyclization from N-benzyltrichloroacetamides using CuCl regioselectively leads to 2-azaspiro[4.5]decadienes, in which the labile allylic chlorine atom is easily replaced by a hydroxyl group in aqueous medium or by quenching with methanol or allylamine. After oxidation of the target compound, the N-tert-butyl group can be removed from the resulting spirocyclohexanedienone. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.019