3'-iodomethyl-3'-phenyl-3'H-spiro[cyclopentane-1,1'-(1',3'-dihydroisobenzofuran)] | 1020726-55-9

• 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'-iodomethyl-3'-phenyl-3'H-spiro[cyclopentane-1,1'-(1',3'-dihydroisobenzofuran)]
• 英文别名: 1-(Iodomethyl)-1-phenylspiro[2-benzofuran-3,1'-cyclopentane]
• CAS: 1020726-55-9
• 化学式: C₁₉H₁₉IO
• 分子量: 390.264
• InChiKey: ISYHJCSPMUHGJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3'-iodomethyl-3'-phenyl-3'H-spiro[cyclopentane-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60%的产率得到3'-methyl-3'-phenyl-3'H-spiro[cyclopentane-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-(2-苯基乙烯基)苯基]环戊醇 在 potassium tert-butylate 、 碘 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以88%的产率得到3'-iodomethyl-3'-phenyl-3'H-spiro[cyclopentane-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

文献信息

• A Facile Synthesis of 1,3-Dihydro- isobenzofurans Using Iodocylization of 2-Vinylbenzyl Alcohols
  作者：Kazuhiro Kobayashi、Kazuaki Shikata、Shuhei Fukamachi、Hisatoshi Konishi

  DOI：10.3987/com-07-11244

  日期：——

  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.