3'-(4-chlorophenyl)-3'-iodomethyl-3'H-spiro[cyclohexane-1,1'-(1',3'-dihydroisobenzofuran)] | 1020726-62-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 3'-(4-chlorophenyl)-3'-iodomethyl-3'H-spiro[cyclohexane-1,1'-(1',3'-dihydroisobenzofuran)]
• CAS: 1020726-62-8
• 化学式: C₂₀H₂₀ClIO
• 分子量: 438.736
• InChiKey: BOIBSWXNNFIEIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.21
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3'-(4-chlorophenyl)-3'-iodomethyl-3'H-spiro[cyclohexane-1,1'-(1',3'-dihydroisobenzofuran)] 在 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 2.0h， 以73%的产率得到3'-(4-chlorophenyl)-3'-methyl-3'H-spiro[cyclohexane-1,1'-(1',3'-dihydroisobenzofuran)]
  参考文献：
  名称：

  A Facile Synthesis of 1,3-Dihydro- isobenzofurans Using Iodocylization of 2-Vinylbenzyl Alcohols

  摘要：

  An efficient route for the preparation of 1,3-dihydroisobenzofurans based on the iodine-mediated cyclization of 2-vinylbenzyl alcohols, which can be prepared feasibly by reactions of 2-vinylphenyllithiums with carbonyl compounds, is reported. Substitution reactions of the iodo moiety of the resulting 1-(iodomethyl)-1,3-dihydroisobenzofurans with tributyltin hydride and sodium thiolates are also described.

  DOI：

  10.3987/com-07-11244
• 作为产物：
  描述：

  1-[2-(4-氯苯基)乙烯基]苯基环己醇 在 potassium tert-butylate 、 碘 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以70%的产率得到3'-(4-chlorophenyl)-3'-iodomethyl-3'H-spiro[cyclohexane-1,1'-(1',3'-dihydroisobenzofuran)]
  参考文献：
  名称：

  A Facile Synthesis of 1,3-Dihydro- isobenzofurans Using Iodocylization of 2-Vinylbenzyl Alcohols

  摘要：

  An efficient route for the preparation of 1,3-dihydroisobenzofurans based on the iodine-mediated cyclization of 2-vinylbenzyl alcohols, which can be prepared feasibly by reactions of 2-vinylphenyllithiums with carbonyl compounds, is reported. Substitution reactions of the iodo moiety of the resulting 1-(iodomethyl)-1,3-dihydroisobenzofurans with tributyltin hydride and sodium thiolates are also described.

  DOI：

  10.3987/com-07-11244