methyl (6-((4-methyl-N-(3-methylbut-2-en-1-yl)phenyl)sulfonamido)-1-phenylhex-1-en-4-yn-3-yl) carbonate | 1363388-35-5

• 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 (6-((4-methyl-N-(3-methylbut-2-en-1-yl)phenyl)sulfonamido)-1-phenylhex-1-en-4-yn-3-yl) carbonate
• CAS: 1363388-35-5
• 化学式: C₂₆H₂₉NO₅S
• 分子量: 467.586
• InChiKey: XQIIQOVXIKLUJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  72.91
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl (6-((4-methyl-N-(3-methylbut-2-en-1-yl)phenyl)sulfonamido)-1-phenylhex-1-en-4-yn-3-yl) 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30%的产率得到4,4-dimethyl-1-(4-methylphenyl)sulfonyl-3-(4-phenylbuta-1,3-dienylidene)-2H-pyridine
  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 吡啶 、 乙基溴化镁 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.5h， 生成 methyl (6-((4-methyl-N-(3-methylbut-2-en-1-yl)phenyl)sulfonamido)-1-phenylhex-1-en-4-yn-3-yl) 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