(1Z,3E)-3-[cyclohex-1-en-1-yl(iodo)methylidene]-N-phenyl-2-benzofuran-1(3H)-imine | 1408314-37-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫平类
• 英文名称: (1Z,3E)-3-[cyclohex-1-en-1-yl(iodo)methylidene]-N-phenyl-2-benzofuran-1(3H)-imine
• CAS: 1408314-37-3
• 化学式: C₂₁H₁₈INO
• 分子量: 427.285
• InChiKey: SQNPOQJCKPSKDD-OYPMEWFDSA-N

反应信息

• 作为产物：
  描述：

  N-phenyl-2-(cyclohex-1-en-1-ylethynyl)benzamide 在 碘 、 碳酸氢钠 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以53%的产率得到(1Z)-3-(cyclohex-1-en-1-yl)-4-iodo-N-phenyl-1H-isochromen-1-imine
  参考文献：
  名称：

  Iodocyclization of o-Alkynylbenzamides Revisited: Formation of Isobenzofuran-1(3H)-imines and 1H-Isochromen-1-imines Instead of Lactams

  摘要：

  The iodocyclization of o-allcynylbenzamides with various electrophiles has been reported to yield five- or six-membered lactams by nucleophilic attack of the amide nitrogen onto the triple bond. While the formation of an isobenzofuran-1(3H)-imine with two bulky substituents under Larock conditions was initially attributed to steric hindrance, we found out that cyclization via the amide oxygen is the rule rather than the exception. Thus, the structures of the products reported in the literature need to be revised.

  DOI：

  10.1021/jo3017378