5-(cyclohex-1-enyl)-1,3-dihydroisobenzofuran | 1226910-47-9

• 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: 5-(cyclohex-1-enyl)-1,3-dihydroisobenzofuran
• 英文别名: 5-(Cyclohexen-1-yl)-1,3-dihydro-2-benzofuran；5-(cyclohexen-1-yl)-1,3-dihydro-2-benzofuran
• CAS: 1226910-47-9
• 化学式: C₁₄H₁₆O
• 分子量: 200.28
• InChiKey: HXBQUVJGUMANKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-乙炔基环己烷 、 丙炔醚 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以84%的产率得到5-(cyclohex-1-enyl)-1,3-dihydroisobenzofuran
  参考文献：
  名称：

  Rhodium-catalyzed selective [2+2+2] cyclizations of 1,6-diynes with monoynes leading to isoindolines and isobenzofurans

  摘要：

  A highly efficient and selective [2 + 2 + 2] cyclization of diynes and monoalkynes was catalyzed by rhodium under room temperature in water/THF mixed solvent, affording isoindolines and isobenzofurans in good to excellent yields. The center atoms (N, O) in the diynes showed a significant effect for the cyclization. (C) 2009 Wei Wu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2009.08.004

文献信息

• Rhodium-catalyzed selective [2+2+2] cyclizations of 1,6-diynes with monoynes leading to isoindolines and isobenzofurans
  作者：Wei Wu、Xiao Yun Zhang、Shou Xing Kang

  DOI：10.1016/j.cclet.2009.08.004

  日期：2010.1

  A highly efficient and selective [2 + 2 + 2] cyclization of diynes and monoalkynes was catalyzed by rhodium under room temperature in water/THF mixed solvent, affording isoindolines and isobenzofurans in good to excellent yields. The center atoms (N, O) in the diynes showed a significant effect for the cyclization. (C) 2009 Wei Wu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Solvent-Free Iridium(III)-Catalyzed [2+2+2] Cycloaddition Providing Access to Fused Arenes: Isoindolines, Dihydroisobenzofurans and Indanes
  作者：Véronique Michelet、Virginie Ratovelomanana-Vidal、Anne-Laure Auvinet

  DOI：10.1055/s-0033-1338483

  日期：——

  A practical and convenient solvent-free iridium-catalyzed [2+2+2] cycloaddition of alpha,omega-diynes and alkynes to prepare fused arenes has been developed. The method has shown high efficiency as isoindolines, dihydroisobenzofurans and indanes have been synthesized in good to excellent yields.