{2-[2-(3-butenyl)-4-fluorophenyl]ethynyl}trimethylsilane | 842167-56-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: {2-[2-(3-butenyl)-4-fluorophenyl]ethynyl}trimethylsilane
• 英文别名: 2-(2-But-3-enyl-4-fluorophenyl)ethynyl-trimethylsilane
• CAS: 842167-56-0
• 化学式: C₁₅H₁₉FSi
• 分子量: 246.4
• InChiKey: VEFULAIDUUZAGL-UHFFFAOYSA-N

物化性质

• 沸点：
  275.3±40.0 °C(Predicted)
• 密度：
  0.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.17
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  {2-[2-(3-butenyl)-4-fluorophenyl]ethynyl}trimethylsilane 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 7-fluoro-4-vinyl-1,2-dihydronaphthalene
  参考文献：
  名称：

  Copper-Catalyzed Allylations of Zirconocene Intermediates Generated from o-Alkenyl or o-Alkynylbenzyl Ether Derivatives and Zirconocene−Butene Complex

  摘要：

  o-Alkenyl or alkynyl benzylzirconocene intermediate, which was readily generated by the reaction of 2-alkoxymethyl-styrene or 2-alkoxymethyl-1-(trimethylsilylethynyl)-benzene derivative with zirconocene-butene complex (Negishi reagent, "Cp2Zr"), reacted with allyl or propargyl halides in the presence of a catalytic amount of CuCl to give allylation or allenylation products. Conversion to Dane's diene, which is a key intermediate for estrone synthesis, was efficiently carried out by enyne olefin metathesis of the allylation products.

  DOI：

  10.1021/jo048860b
• 作为产物：
  描述：

  1-溴-4-氟-2-(甲氧基甲基)苯 在 正丁基锂 、 二氯二茂锆 、 三苯基膦 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 生成 {2-[2-(3-butenyl)-4-fluorophenyl]ethynyl}trimethylsilane
  参考文献：
  名称：

  Copper-Catalyzed Allylations of Zirconocene Intermediates Generated from o-Alkenyl or o-Alkynylbenzyl Ether Derivatives and Zirconocene−Butene Complex

  摘要：

  o-Alkenyl or alkynyl benzylzirconocene intermediate, which was readily generated by the reaction of 2-alkoxymethyl-styrene or 2-alkoxymethyl-1-(trimethylsilylethynyl)-benzene derivative with zirconocene-butene complex (Negishi reagent, "Cp2Zr"), reacted with allyl or propargyl halides in the presence of a catalytic amount of CuCl to give allylation or allenylation products. Conversion to Dane's diene, which is a key intermediate for estrone synthesis, was efficiently carried out by enyne olefin metathesis of the allylation products.

  DOI：

  10.1021/jo048860b

文献信息

• Copper-Catalyzed Allylations of Zirconocene Intermediates Generated from <i>o</i>-Alkenyl or <i>o</i>-Alkynylbenzyl Ether Derivatives and Zirconocene−Butene Complex
  作者：Yutaka Ikeuchi、Takeo Taguchi、Yuji Hanzawa

  DOI：10.1021/jo048860b

  日期：2005.1.1

  o-Alkenyl or alkynyl benzylzirconocene intermediate, which was readily generated by the reaction of 2-alkoxymethyl-styrene or 2-alkoxymethyl-1-(trimethylsilylethynyl)-benzene derivative with zirconocene-butene complex (Negishi reagent, "Cp2Zr"), reacted with allyl or propargyl halides in the presence of a catalytic amount of CuCl to give allylation or allenylation products. Conversion to Dane's diene, which is a key intermediate for estrone synthesis, was efficiently carried out by enyne olefin metathesis of the allylation products.