5-(3-nitro-phenyl)-tetrahydrofuran-2-one | 175436-92-7

• 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: 5-(3-nitro-phenyl)-tetrahydrofuran-2-one
• 英文别名: 5-(3-nitrophenyl)dihydrofuran-2(3H)-one；5-(3-Nitrophenyl)oxolan-2-one
• CAS: 175436-92-7
• 化学式: C₁₀H₉NO₄
• 分子量: 207.186
• InChiKey: SMLPARKXMNUOAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(3-nitro-phenyl)-tetrahydrofuran-2-one 在 镍 氢气 作用下， 以 甲醇 为溶剂， 生成 5-(3-Amino-phenyl)-dihydro-furan-2-one
  参考文献：
  名称：

  Syntheses and exploration of new biological activities in ethyl 6/7-substituted and 6, 7-disubstituted quinolin-4-one-3-carboxylates

  摘要：

  Syntheses of a number of ethyl 1H, 4H-quinolin-4-one-3-carboxylates carrying substituted piperidinedione ring at position 6 (25 & 31-35), tetrahydrofuranone (37) or tetraydropyridazinone ring (39) at position 7 and hydroxy and hydroxymethyl substituents at positions 6 and 7 respectively (41) of the quinolone ring, are reported here, of these compounds on the in vitro heme polymerase activity of Plasmodia and on the in vitro fungal growth are described.

  DOI：

  10.1016/0960-894x(95)00577-g
• 作为产物：
  描述：

  1-(3-nitrophenyl)but-3-yn-1-ol 在 gold(III) chloride 、 N-溴代丁二酰亚胺(NBS) 、 水 、 silver nitrate 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 20.0h， 生成 5-(3-nitro-phenyl)-tetrahydrofuran-2-one
  参考文献：
  名称：

  A New Synthesis of γ-Butyrolactones via AuCl₃- or Hg(II)-Catalyzed Intramolecular Hydroalkoxylation of 4-Bromo-3-yn-1-ols

  摘要：

  An efficient conversion of 4-bromo-3-yn-1-ols to gamma-butyrolactones via AuCl3-catalyzed electrophilic cyclization (hydroxyl-assisted regioselective hydration) in wet toluene is described. Various secondary and tertiary alcohols including benzylic systems were found to be equally reactive with moderate to excellent yields obtained in all cases.

  DOI：

  10.1021/ol2033493

文献信息

• Copper-Catalyzed Intermolecular Oxidative [3 + 2] Cycloaddition between Alkenes and Anhydrides: A New Synthetic Approach to γ-Lactones
  作者：Liangbin Huang、Huanfeng Jiang、Chaorong Qi、Xiaohang Liu

  DOI：10.1021/ja108073k

  日期：2010.12.22

  A new copper-catalyzed oxidative [3 + 2] cycloaddition of alkenes with anhydrides using oxygen as the sole oxidant to afford γ-lactones has been developed. This catalyzed cyclization process has a broad substrate scope and affords γ-lactones in good to excellent yields.

  已经开发了一种新的铜催化氧化 [3 + 2] 烯烃与酸酐的环加成反应，使用氧气作为唯一的氧化剂，得到 γ-内酯。这种催化环化过程具有广泛的底物范围，并以良好的收率提供 γ-内酯。