5,5-Dimethyl-3-[8-(trimethylsilyl)octa-1,7-diyn-1-yl]cyclohex-2-en-1-one | 654643-83-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5-Dimethyl-3-[8-(trimethylsilyl)octa-1,7-diyn-1-yl]cyclohex-2-en-1-one
• 英文别名: 5,5-dimethyl-3-(8-trimethylsilylocta-1,7-diynyl)cyclohex-2-en-1-one
• CAS: 654643-83-1
• 化学式: C₁₉H₂₈OSi
• 分子量: 300.516
• InChiKey: CNRHMSWSRSGLPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.75
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene 、 5,5-Dimethyl-3-[8-(trimethylsilyl)octa-1,7-diyn-1-yl]cyclohex-2-en-1-one 在 四(三苯基膦)钯 、 silver(I) iodide N,N-二异丙基乙胺 、 四丁基氟化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以56%的产率得到1-(4-tert-butylcyclohex-1-enyl)-8-(5,5-dimethyl-3-oxocyclohex-1-enyl)-1,7-octadiyne
  参考文献：
  名称：

  Pd–Ag catalyzed selective dicoupling of α-trialkylsilyl α,ω-diynes; the first one-pot synthesis of dienediynes

  摘要：

  Using Pd and Ag as catalysts, the first one-pot synthesis of dienediynes have been achieved. Sequential dicoupling reactions afforded a regioselective access to dienediynes starting from any and especially non-symmetrical alpha,omega-diynes. Good to excellent yields were obtained in dimethylformamide at room temperature. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2003.07.003
• 作为产物：
  描述：

  1-(trimethylsilyl)-1,7-octadiyne 、 5,5-dimethyl-3-trifluoromethylsulfonyloxycyclohex-2-en-1-one 在 四(三苯基膦)钯 、 silver(I) iodide N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以66%的产率得到5,5-Dimethyl-3-[8-(trimethylsilyl)octa-1,7-diyn-1-yl]cyclohex-2-en-1-one
  参考文献：
  名称：

  Pd–Ag catalyzed selective dicoupling of α-trialkylsilyl α,ω-diynes; the first one-pot synthesis of dienediynes

  摘要：

  Using Pd and Ag as catalysts, the first one-pot synthesis of dienediynes have been achieved. Sequential dicoupling reactions afforded a regioselective access to dienediynes starting from any and especially non-symmetrical alpha,omega-diynes. Good to excellent yields were obtained in dimethylformamide at room temperature. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2003.07.003

文献信息

• Pd–Ag catalyzed selective dicoupling of α-trialkylsilyl α,ω-diynes; the first one-pot synthesis of dienediynes
  作者：Ulla Halbes-Létinois、Patrick Pale

  DOI：10.1016/j.jorganchem.2003.07.003

  日期：2003.12

  Using Pd and Ag as catalysts, the first one-pot synthesis of dienediynes have been achieved. Sequential dicoupling reactions afforded a regioselective access to dienediynes starting from any and especially non-symmetrical alpha,omega-diynes. Good to excellent yields were obtained in dimethylformamide at room temperature. (C) 2003 Elsevier B.V. All rights reserved.