4,7-Diiodo-2',2'-dimethylspiro[1,3-dihydroindene-2,5'-1,3-dioxane] | 903892-43-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 4,7-Diiodo-2',2'-dimethylspiro[1,3-dihydroindene-2,5'-1,3-dioxane]
• CAS: 903892-43-3
• 化学式: C₁₄H₁₆I₂O₂
• 分子量: 470.089
• InChiKey: VBSDRYXQBPKLDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,7-Diiodo-2',2'-dimethylspiro[1,3-dihydroindene-2,5'-1,3-dioxane] 、 5,5-Dimethyl-2-(7-phenyl-1,3-dihydro-2-benzofuran-4-yl)-1,3,2-dioxaborinane 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以50%的产率得到
  参考文献：
  名称：

  Synthesis of Bicyclic p-Diiodobenzenes via Silver-Catalyzed Csp-H Iodination and Ruthenium-Catalyzed Cycloaddition

  摘要：

  Highly substituted iodobenzenes were efficiently and regioselectively synthesized from readily available 1,6-diynes via two-step process consisting of silver-catalyzed Csp-H iodination and subsequent ruthenium-catalyzed [2+2+2] cycloaddition of resultant iododiynes. Some of the obtained iodobenzenes were subjected to palladium-catalyzed C-C bond-forming reactions such as Mizoroki-Heck reaction, Sonogashira reaction, and Suzuki-Miyaura coupling, giving highly conjugated molecules.

  DOI：

  10.1021/ja061619p
• 作为产物：
  描述：

  5,5-Bis(3-iodoprop-2-ynyl)-2,2-dimethyl-1,3-dioxane 、 乙炔 在 chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.5h， 以87%的产率得到4,7-Diiodo-2',2'-dimethylspiro[1,3-dihydroindene-2,5'-1,3-dioxane]
  参考文献：
  名称：

  Synthesis of Bicyclic p-Diiodobenzenes via Silver-Catalyzed Csp-H Iodination and Ruthenium-Catalyzed Cycloaddition

  摘要：

  Highly substituted iodobenzenes were efficiently and regioselectively synthesized from readily available 1,6-diynes via two-step process consisting of silver-catalyzed Csp-H iodination and subsequent ruthenium-catalyzed [2+2+2] cycloaddition of resultant iododiynes. Some of the obtained iodobenzenes were subjected to palladium-catalyzed C-C bond-forming reactions such as Mizoroki-Heck reaction, Sonogashira reaction, and Suzuki-Miyaura coupling, giving highly conjugated molecules.

  DOI：

  10.1021/ja061619p