Methyl 4-[3-methylbut-2-enyl-(4-methylphenyl)sulfonylamino]but-2-ynyl carbonate | 1363388-36-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Methyl 4-[3-methylbut-2-enyl-(4-methylphenyl)sulfonylamino]but-2-ynyl carbonate
• 英文别名: methyl 4-[3-methylbut-2-enyl-(4-methylphenyl)sulfonylamino]but-2-ynyl carbonate
• CAS: 1363388-36-6
• 化学式: C₁₈H₂₃NO₅S
• 分子量: 365.45
• InChiKey: GEJVIALDGAVZMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  81.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 4-[3-methylbut-2-enyl-(4-methylphenyl)sulfonylamino]but-2-ynyl carbonate 在 叔丁基过氧化氢 、 三(2-呋喃基)膦 、 三乙胺 、 palladium(II) iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以31%的产率得到
  参考文献：
  名称：

  Palladium-Catalyzed Divergent Reactions of 1,6-Enyne Carbonates: Synthesis of Vinylidenepyridines and Vinylidenepyrrolidines

  摘要：

  A method for preparing five- or six-membered heterocyclic compounds from enyne carbonates via palladium catalysis was developed. Enyne carbonates were transformed into 3-vinylidene-1-tosylpyridines 2 in the presence of PdI2 as the catalyst. Using Pd(dba)(2) as the catalyst, 3-vinylidene-1-tosylpyrrolidines 3 were obtained. Further functionalizations of compounds 3 were carried out in a one-pot manner.

  DOI：

  10.1021/jo202590w
• 作为产物：
  描述：

  N-prenyl-N-propargyltosylamide 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.58h， 生成 Methyl 4-[3-methylbut-2-enyl-(4-methylphenyl)sulfonylamino]but-2-ynyl carbonate
  参考文献：
  名称：

  Palladium-Catalyzed Divergent Reactions of 1,6-Enyne Carbonates: Synthesis of Vinylidenepyridines and Vinylidenepyrrolidines

  摘要：

  A method for preparing five- or six-membered heterocyclic compounds from enyne carbonates via palladium catalysis was developed. Enyne carbonates were transformed into 3-vinylidene-1-tosylpyridines 2 in the presence of PdI2 as the catalyst. Using Pd(dba)(2) as the catalyst, 3-vinylidene-1-tosylpyrrolidines 3 were obtained. Further functionalizations of compounds 3 were carried out in a one-pot manner.

  DOI：

  10.1021/jo202590w

文献信息

• Palladium-Catalyzed Divergent Reactions of 1,6-Enyne Carbonates: Synthesis of Vinylidenepyridines and Vinylidenepyrrolidines
  作者：Shu-Chun Zhao、Ke-Gong Ji、Lei Lu、Ting He、An-Xi Zhou、Ru-Long Yan、Shaukat Ali、Xue-Yuan, Liu、Yong-Min Liang

  DOI：10.1021/jo202590w

  日期：2012.3.16

  A method for preparing five- or six-membered heterocyclic compounds from enyne carbonates via palladium catalysis was developed. Enyne carbonates were transformed into 3-vinylidene-1-tosylpyridines 2 in the presence of PdI2 as the catalyst. Using Pd(dba)(2) as the catalyst, 3-vinylidene-1-tosylpyrrolidines 3 were obtained. Further functionalizations of compounds 3 were carried out in a one-pot manner.