tert-butyl-(3-hex-5-ynyl-8-methoxy-2,2-dioxo-1-phenylsulfanyl-2,4-dihydro-1H-2λ6-naphtho[2,3-c]thiophen-4-yl)dimethylsilane | 1214266-72-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: tert-butyl-(3-hex-5-ynyl-8-methoxy-2,2-dioxo-1-phenylsulfanyl-2,4-dihydro-1H-2λ6-naphtho[2,3-c]thiophen-4-yl)dimethylsilane
• 英文别名: Tert-butyl-(1-hex-5-ynyl-5-methoxy-2,2-dioxo-3-phenylsulfanyl-3,9-dihydrobenzo[f][2]benzothiol-9-yl)-dimethylsilane
• CAS: 1214266-72-4
• 化学式: C₃₁H₃₈O₃S₂Si
• 分子量: 550.858
• InChiKey: CEDQXEOIDNDHFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.22
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  77
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl-(3-hex-5-ynyl-8-methoxy-2,2-dioxo-1-phenylsulfanyl-2,4-dihydro-1H-2λ6-naphtho[2,3-c]thiophen-4-yl)dimethylsilane 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以48%的产率得到(1-benzenesulfinyl-3-hex-5-ynyl-8-methoxy-2,2-dioxo-2,4-dihydro-1H-2λ6-naphtho[2,3-c]thiophen-4-yl)-tert-butyldimethylsilane
  参考文献：
  名称：

  Exploration of Braverman Reaction Chemistry. Synthesis of Tricyclic Dihydrothiophene Dioxide Derivatives from Bispropargyl Sulfones

  摘要：

  The base-mediated bicyclization Of unsymmetrical bispropargyl sulfones furnishes varying yields of dihydroisobenzothiophene dioxides through a presumed diradical intermediate. Attempts to trap a putative thiophene dioxide intermediate via Diels-Alder reaction with a pendant alkyne were not successful.

  DOI：

  10.3987/com-09-11840
• 作为产物：
  描述：

  tert-butyl-(3-hex-5-ynyl-8-methoxy-2,2-dioxo-2,4-dihydro-1H-2λ6-naphtho[2,3-c]thiophen-4-yl)dimethylsilane 、 二苯二硫醚 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.75h， 以65%的产率得到tert-butyl-(3-hex-5-ynyl-8-methoxy-2,2-dioxo-1-phenylsulfanyl-2,4-dihydro-1H-2λ6-naphtho[2,3-c]thiophen-4-yl)dimethylsilane
  参考文献：
  名称：

  Exploration of Braverman Reaction Chemistry. Synthesis of Tricyclic Dihydrothiophene Dioxide Derivatives from Bispropargyl Sulfones

  摘要：

  The base-mediated bicyclization Of unsymmetrical bispropargyl sulfones furnishes varying yields of dihydroisobenzothiophene dioxides through a presumed diradical intermediate. Attempts to trap a putative thiophene dioxide intermediate via Diels-Alder reaction with a pendant alkyne were not successful.

  DOI：

  10.3987/com-09-11840