4-ethoxy-3-iodo-2-(4-methoxyphenyl)-4,5,6,7-tetrahydrobenzofuran | 1381891-09-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 4-ethoxy-3-iodo-2-(4-methoxyphenyl)-4,5,6,7-tetrahydrobenzofuran
• CAS: 1381891-09-3
• 化学式: C₁₇H₁₉IO₃
• 分子量: 398.241
• InChiKey: IZKRCINOVBXSCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.97
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  31.6
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-氨基-1-丁醇 、 一氧化碳 、 4-ethoxy-3-iodo-2-(4-methoxyphenyl)-4,5,6,7-tetrahydrobenzofuran 在 palladium diacetate 、 三乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以31%的产率得到4-ethoxy-N-(4-hydroxybutyl)-2-(4-methoxyphenyl)-4,5,6,7-tetrahydro-1-benzofuran-3-carboxamide
  参考文献：
  名称：

  Solution-Phase Synthesis of a Highly Substituted Furan Library

  摘要：

  A library of furans has been synthesized by iodocyclization and further diversified by palladium-catalyzed coupling processes. The key intermediate 3-iodofurans have been prepared by the electrophilic iodocyclization of 2-iodo-2-alken-1-ones in the presence of various nucleophiles in good to excellent yields under mild reaction conditions. These 3-iodofurans are the key components for library generation through subsequent elaboration by palladium-catalyzed processes, such as Suzuki-Miyaura, Sonagashira, Heck, aminocarbonylation, and carboalkoxylation chemistry to afford a diverse set of 2,3,4,5-tetrasubstituted furans.

  DOI：

  10.1021/co300040q
• 作为产物：
  描述：

  1-(4-喹啉基)甲胺 在 copper(l) iodide 、 bis(triphenylphosphine)palladium(II)-chloride 、 碘 、 碳酸氢钠 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 0.5h， 生成 4-ethoxy-3-iodo-2-(4-methoxyphenyl)-4,5,6,7-tetrahydrobenzofuran
  参考文献：
  名称：

  Solution-Phase Synthesis of a Highly Substituted Furan Library

  摘要：

  A library of furans has been synthesized by iodocyclization and further diversified by palladium-catalyzed coupling processes. The key intermediate 3-iodofurans have been prepared by the electrophilic iodocyclization of 2-iodo-2-alken-1-ones in the presence of various nucleophiles in good to excellent yields under mild reaction conditions. These 3-iodofurans are the key components for library generation through subsequent elaboration by palladium-catalyzed processes, such as Suzuki-Miyaura, Sonagashira, Heck, aminocarbonylation, and carboalkoxylation chemistry to afford a diverse set of 2,3,4,5-tetrasubstituted furans.

  DOI：

  10.1021/co300040q