4-(3,3-Dimethylbut-1-ynyl)thiochromen-2-one | 870641-14-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫色烯
• 英文名称: 4-(3,3-Dimethylbut-1-ynyl)thiochromen-2-one
• 英文别名: 4-(3,3-dimethylbut-1-ynyl)thiochromen-2-one
• CAS: 870641-14-8
• 化学式: C₁₅H₁₄OS
• 分子量: 242.342
• InChiKey: KUJFLLFPZUBCEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  42.4
• 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-ynyl)thiochromen-2-one 、 2,3-二甲基-2-丁烯 以 苯 为溶剂， 生成 、
  参考文献：
  名称：

  Light-Induced Coumarin Cyclopentannelation

  摘要：

  Whereas cyclopentenylcarbenes resulting from photocycloaddition of 4-alk-1-ynylcoumarins to 2,3-dimethylbut-2-ene undergo tandem cyclization to hitherto unknown tetracyclic (4-hetera)cyclopent[b, c]acenaphthylenes, the corresponding cyclopentenylnitrenes stemming from 4-cyanocoumarins and the same alkene are converted into tricyclic imines via H-abstraction.

  DOI：

  10.1021/ol051952i
• 作为产物：
  描述：

  2-hydroxythiochromen-4-one 在 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 作用下， 生成 4-(3,3-Dimethylbut-1-ynyl)thiochromen-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.
• Light-Induced Coumarin Cyclopentannelation
  作者：Marko Soltau、Maren Göwert、Paul Margaretha

  DOI：10.1021/ol051952i

  日期：2005.11.1

  Whereas cyclopentenylcarbenes resulting from photocycloaddition of 4-alk-1-ynylcoumarins to 2,3-dimethylbut-2-ene undergo tandem cyclization to hitherto unknown tetracyclic (4-hetera)cyclopent[b, c]acenaphthylenes, the corresponding cyclopentenylnitrenes stemming from 4-cyanocoumarins and the same alkene are converted into tricyclic imines via H-abstraction.