α,α-bis(4-chlorophenyl)-γ-methylidene-δ-valerolactone | 1306830-26-1

• 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: α,α-bis(4-chlorophenyl)-γ-methylidene-δ-valerolactone
• 英文别名: 3,3-Bis(4-chlorophenyl)-5-methylideneoxan-2-one
• CAS: 1306830-26-1
• 化学式: C₁₈H₁₄Cl₂O₂
• 分子量: 333.214
• InChiKey: DMKJGHHTJZWWRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-甲苯磺酰基氮杂环丙烷 、 α,α-bis(4-chlorophenyl)-γ-methylidene-δ-valerolactone 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 24.0h， 以85%的产率得到8,8-Bis(4-chlorophenyl)-6-methylidene-4-(4-methylphenyl)sulfonyl-1,4-oxazonan-9-one
  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
• 作为产物：
  描述：

  二(4-氯苯基)乙酸甲酯 在 四丁基氟化铵 、 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 26.09h， 生成 α,α-bis(4-chlorophenyl)-γ-methylidene-δ-valerolactone
  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.