3-Iodo-1-methyl-8-methylidene-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-2-one | 1021443-15-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-Iodo-1-methyl-8-methylidene-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-2-one
• 英文别名: 3-iodo-1-methyl-8-methylidene-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-2-one
• CAS: 1021443-15-1
• 化学式: C₁₇H₁₄INO
• 分子量: 375.209
• InChiKey: STPCERBEEMFBGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-methyl-3-phenyl-N-(p-tolyl)propiolamide 在 碘 作用下， 以 水 、 乙腈 为溶剂， 反应 24.0h， 以89%的产率得到3-Iodo-1-methyl-8-methylidene-4-phenyl-1-azaspiro[4.5]deca-3,6,9-trien-2-one
  参考文献：
  名称：

  Electrophilic ipso-Iodocyclization of N-(4-Methylphenyl)propiolamides: Selective Synthesis of 8-Methyleneazaspiro[4,5]trienes

  摘要：

  [GRAPHICS]A novel and selective method for the synthesis of 8-methylenespiro[4,5]trienes via intramolecular electrophilic ipsoiodocyclization of N-(4-methylphenyl)propiolamides has been developed. In the presence of ICI or I-2, 8-methylene-1-azaspiro[4,5]trienes were selectively prepared from the electrophilic ipso-iodocyclization of N-(4-methylphenyl)propiolamides in moderate to good yields.

  DOI：

  10.1021/jo800328a

文献信息

• Electrophilic <i>ipso</i>-Iodocyclization of <i>N</i>-(4-Methylphenyl)propiolamides: Selective Synthesis of 8-Methyleneazaspiro[4,5]trienes
  作者：Quan-Fu Yu、Yue-Hua Zhang、Qin Yin、Bo-Xiao Tang、Ri-Yuan Tang、Ping Zhong、Jin-Heng Li

  DOI：10.1021/jo800328a

  日期：2008.5.1

  [GRAPHICS]A novel and selective method for the synthesis of 8-methylenespiro[4,5]trienes via intramolecular electrophilic ipsoiodocyclization of N-(4-methylphenyl)propiolamides has been developed. In the presence of ICI or I-2, 8-methylene-1-azaspiro[4,5]trienes were selectively prepared from the electrophilic ipso-iodocyclization of N-(4-methylphenyl)propiolamides in moderate to good yields.