2-(4-nonynyl)furan | 934667-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-(4-nonynyl)furan
• 英文别名: 2-Non-4-ynylfuran；2-non-4-ynylfuran
• CAS: 934667-83-1
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: NYNJQVBVZXAISK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-nonynyl)furan 在 mercury(II) diacetate scandium tris(trifluoromethanesulfonate) 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以44%的产率得到(Z)-4-butyl-7,8-dihydro-6H-cyclohepta[b]furan
  参考文献：
  名称：

  Hg(OAc)₂·0.1Sc(OTf)₃-Catalyzed Cycloisomerization of 2-(4-Pentynyl)furan

  摘要：

  Although the Hg(OTf)(2)center dot 3TMU-catalyzed Friedel-Crafts-type reaction of 3-(4-pentynyl)furan afforded the exo cyclization product, the reaction of 2-(4-pentynyl)furan furnished a very low yield. We found a 10:1 mixed reagent of Hg(OAc)(2) and Sc(OTf)(3) showed remarkable catalytic activity for the latter transformation. The actual reacting species is presumed to be Hg(OAc)(OTf), which is efficiently generated in situ by mixing the two reagents.

  DOI：

  10.1021/ol070335m
• 作为产物：
  描述：

  2-呋喃丙醇 在 4-二甲氨基吡啶 、 正丁基锂 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.84h， 生成 2-(4-nonynyl)furan
  参考文献：
  名称：

  Hg(OAc)₂·0.1Sc(OTf)₃-Catalyzed Cycloisomerization of 2-(4-Pentynyl)furan

  摘要：

  Although the Hg(OTf)(2)center dot 3TMU-catalyzed Friedel-Crafts-type reaction of 3-(4-pentynyl)furan afforded the exo cyclization product, the reaction of 2-(4-pentynyl)furan furnished a very low yield. We found a 10:1 mixed reagent of Hg(OAc)(2) and Sc(OTf)(3) showed remarkable catalytic activity for the latter transformation. The actual reacting species is presumed to be Hg(OAc)(OTf), which is efficiently generated in situ by mixing the two reagents.

  DOI：

  10.1021/ol070335m

文献信息

• Hg(OAc)₂·0.1Sc(OTf)₃-Catalyzed Cycloisomerization of 2-(4-Pentynyl)furan
  作者：Hirofumi Yamamoto、Ikuo Sasaki、Hiroshi Imagawa、Mugio Nishizawa

  DOI：10.1021/ol070335m

  日期：2007.3.1

  Although the Hg(OTf)(2)center dot 3TMU-catalyzed Friedel-Crafts-type reaction of 3-(4-pentynyl)furan afforded the exo cyclization product, the reaction of 2-(4-pentynyl)furan furnished a very low yield. We found a 10:1 mixed reagent of Hg(OAc)(2) and Sc(OTf)(3) showed remarkable catalytic activity for the latter transformation. The actual reacting species is presumed to be Hg(OAc)(OTf), which is efficiently generated in situ by mixing the two reagents.