4-(3,3-dimethylbut-1-yn-1-yl)-6-methyl-2H-1-benzopyran-2-one | 1314096-51-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-(3,3-dimethylbut-1-yn-1-yl)-6-methyl-2H-1-benzopyran-2-one
• 英文别名: 4-(3,3-Dimethylbut-1-ynyl)-6-methylchromen-2-one；4-(3,3-dimethylbut-1-ynyl)-6-methylchromen-2-one
• CAS: 1314096-51-9
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: GBBIPSHASUOOQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(3,3-dimethylbut-1-yn-1-yl)-6-methyl-2H-1-benzopyran-2-one 、 2,3-二甲基-1,3-丁二烯 以 苯 为溶剂， 以43%的产率得到(1SR,2aSR,8bRS)-8b-(3,3-dimethylbut-1-yn-1-yl)-1,2,2a,8b-tetrahydro-1,7-dimethyl-1-(prop-1-en-2-yl)-3H-cyclobuta[c]chromen-3-one
  参考文献：
  名称：

  Photocycloaddition of 4-(Alk-1-ynyl)-Substituted Coumarins and Thiocoumarins to 2,3-Dimethylbuta-1,3-diene

  摘要：

  AbstractOn irradiation (350 nm) in the presence of 2,3‐dimethylbuta‐1,3‐diene (8), 4‐(alk‐1‐ynyl)coumarins 1 afford mixtures of cyclobuta‐ and cycloocta‐annulated products 9 and 10, respectively. In contrast, the corresponding thiocoumarins 2 react with the same diene chemoselectively to give cyclohexa‐annulated products 11.

  DOI：

  10.1002/hlca.201100112
• 作为产物：
  描述：

  3,3-二甲基-1-丁炔 、 6-methyl-2-oxo-2H-chromen-4-yl 4-methylbenzenesulfonate 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 生成 4-(3,3-dimethylbut-1-yn-1-yl)-6-methyl-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Photocycloaddition of 4-(Alk-1-ynyl)-Substituted Coumarins and Thiocoumarins to 2,3-Dimethylbuta-1,3-diene

  摘要：

  AbstractOn irradiation (350 nm) in the presence of 2,3‐dimethylbuta‐1,3‐diene (8), 4‐(alk‐1‐ynyl)coumarins 1 afford mixtures of cyclobuta‐ and cycloocta‐annulated products 9 and 10, respectively. In contrast, the corresponding thiocoumarins 2 react with the same diene chemoselectively to give cyclohexa‐annulated products 11.

  DOI：

  10.1002/hlca.201100112

文献信息

• Photocycloaddition of 4-(Alk-1-ynyl)-Substituted Coumarins and Thiocoumarins to 2,3-Dimethylbuta-1,3-diene
  作者：Inga Inhülsen、Karin Chin、Maren Göwert、Paul Margaretha

  DOI：10.1002/hlca.201100112

  日期：2011.6

  AbstractOn irradiation (350 nm) in the presence of 2,3‐dimethylbuta‐1,3‐diene (8), 4‐(alk‐1‐ynyl)coumarins 1 afford mixtures of cyclobuta‐ and cycloocta‐annulated products 9 and 10, respectively. In contrast, the corresponding thiocoumarins 2 react with the same diene chemoselectively to give cyclohexa‐annulated products 11.