2-ethynyl-1,6-heptadiene | 820964-72-5

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 2-ethynyl-1,6-heptadiene
• 英文别名: 6-Methylideneoct-1-EN-7-yne；6-methylideneoct-1-en-7-yne
• CAS: 820964-72-5
• 化学式: C₉H₁₂
• 分子量: 120.194
• InChiKey: RHQJVOKTOMNZGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• 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：
  0

反应信息

• 作为反应物：
  描述：

  三丁基氧化锡 、 2-ethynyl-1,6-heptadiene 在 马来酸酐 、 N-[2-(二苯基膦)苯亚甲基]环己胺 作用下， 以 四氢呋喃 为溶剂， 以64%的产率得到
  参考文献：
  名称：

  Stannylative Cycloaddition of Enynes Catalyzed by Palladium−Iminophosphine

  摘要：

  Palladium-iminophosphine complex catalyzes stannylative cycloaddition of conjugated enynes using hexabutyldistannoxane as a stannylating agent to afford highly substituted 3-alkenylphenylstannanes regioselectively. Stannylative cross-cycloaddition reactions between different enynes or between enynes and diynes are also achieved. The reaction is successfully applied to a concise synthesis of alcyopterosin N, which has been isolated recently from sub-Antarctic soft coral, Alcyonium paessleri.

  DOI：

  10.1021/ja044429s
• 作为产物：
  描述：

  4-溴-1-丁烯 、 2-甲基-1-丁烯-3-炔 在 正丁基锂 、 potassium tert-butylate 、 lithium bromide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.67h， 以40%的产率得到2-ethynyl-1,6-heptadiene
  参考文献：
  名称：

  Stannylative Cycloaddition of Enynes Catalyzed by Palladium−Iminophosphine

  摘要：

  Palladium-iminophosphine complex catalyzes stannylative cycloaddition of conjugated enynes using hexabutyldistannoxane as a stannylating agent to afford highly substituted 3-alkenylphenylstannanes regioselectively. Stannylative cross-cycloaddition reactions between different enynes or between enynes and diynes are also achieved. The reaction is successfully applied to a concise synthesis of alcyopterosin N, which has been isolated recently from sub-Antarctic soft coral, Alcyonium paessleri.

  DOI：

  10.1021/ja044429s

文献信息

• Stannylative Cycloaddition of Enynes Catalyzed by Palladium−Iminophosphine
  作者：Yoshiaki Nakao、Yasuhiro Hirata、Shinjiro Ishihara、Shinichi Oda、Tomoya Yukawa、Eiji Shirakawa、Tamejiro Hiyama

  DOI：10.1021/ja044429s

  日期：2004.12.1

  Palladium-iminophosphine complex catalyzes stannylative cycloaddition of conjugated enynes using hexabutyldistannoxane as a stannylating agent to afford highly substituted 3-alkenylphenylstannanes regioselectively. Stannylative cross-cycloaddition reactions between different enynes or between enynes and diynes are also achieved. The reaction is successfully applied to a concise synthesis of alcyopterosin N, which has been isolated recently from sub-Antarctic soft coral, Alcyonium paessleri.