Methyl 6-methylidene-1-(4-methylphenyl)sulfonyl-4-phenylazepane-4-carboxylate | 1198581-69-9

• 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-methylidene-1-(4-methylphenyl)sulfonyl-4-phenylazepane-4-carboxylate
• 英文别名: methyl 6-methylidene-1-(4-methylphenyl)sulfonyl-4-phenylazepane-4-carboxylate
• CAS: 1198581-69-9
• 化学式: C₂₂H₂₅NO₄S
• 分子量: 399.511
• InChiKey: RBXNQVOXBSCINY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 5-methylene-2-oxo-3-phenyltetrahydro-2H-pyran-3-carboxylate 、 N-甲苯磺酰基氮杂环丙烷 在 allyl(cyclopentadiene)palladium(II) 、 N,N-diisopropyldibenzo[d,f][1,3,2]dioxaphosphepin-6-amine 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以80%的产率得到Methyl 6-methylidene-1-(4-methylphenyl)sulfonyl-4-phenylazepane-4-carboxylate
  参考文献：
  名称：

  Synthesis of Nine-Membered Azlactones by Palladium-Catalyzed Ring-Expansion of γ-Methylidene-δ-valerolactones with Aziridines

  摘要：

  A palladium-catalyzed formal [6 + 3] cyclization of gamma-methylidene-delta-valerolactones with aziridines has been developed to produce 1,4-oxazonan-9-ones, a class of nine-membered azlactones that are not easily accessible by existing methods. The products thus obtained can also be further functionalized with ease.

  DOI：

  10.1021/jo2006158

文献信息

• Synthesis of Nine-Membered Azlactones by Palladium-Catalyzed Ring-Expansion of γ-Methylidene-δ-valerolactones with Aziridines
  作者：Ryo Shintani、Keiichi Ikehata、Tamio Hayashi

  DOI：10.1021/jo2006158

  日期：2011.6.3

  A palladium-catalyzed formal [6 + 3] cyclization of gamma-methylidene-delta-valerolactones with aziridines has been developed to produce 1,4-oxazonan-9-ones, a class of nine-membered azlactones that are not easily accessible by existing methods. The products thus obtained can also be further functionalized with ease.