4-Fluoro-1,1-diphenyl-2,3-dihydro-1-benzosilole | 1355956-24-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 4-Fluoro-1,1-diphenyl-2,3-dihydro-1-benzosilole
• CAS: 1355956-24-9
• 化学式: C₂₀H₁₇FSi
• 分子量: 304.439
• InChiKey: GQUQBCCDODOYAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  在 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 norbornene 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以71%的产率得到4-Fluoro-1,1-diphenyl-2,3-dihydro-1-benzosilole
  参考文献：
  名称：

  General and Practical One-Pot Synthesis of Dihydrobenzosiloles from Styrenes

  摘要：

  A one-pot synthesis of dihydrobenzosiloles from styrenes has been developed. The reaction involves the nickel-catalyzed hydrosilylation of styrene with diphenylsilane, followed by the iridium-catalyzed dehydrogenative cyclization. This method is efficient for both electron-rich and -deficient styrenes and exhibits good functional group tolerance, as well as excellent regioselectivity. The forming dihydrobenzosiloles can be efficiently converted into valuable benzosiloles or 2-hydroxyphenethyl alcohols.

  DOI：

  10.1021/ol203428c

文献信息

• General and Practical One-Pot Synthesis of Dihydrobenzosiloles from Styrenes
  作者：Alexey Kuznetsov、Vladimir Gevorgyan

  DOI：10.1021/ol203428c

  日期：2012.2.3

  A one-pot synthesis of dihydrobenzosiloles from styrenes has been developed. The reaction involves the nickel-catalyzed hydrosilylation of styrene with diphenylsilane, followed by the iridium-catalyzed dehydrogenative cyclization. This method is efficient for both electron-rich and -deficient styrenes and exhibits good functional group tolerance, as well as excellent regioselectivity. The forming dihydrobenzosiloles can be efficiently converted into valuable benzosiloles or 2-hydroxyphenethyl alcohols.