4-methylene-5-oxo-2-phenyltetrahydrofuran-2-carbonitrile | 1529773-03-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 4-methylene-5-oxo-2-phenyltetrahydrofuran-2-carbonitrile
• 英文别名: 4-Methylidene-5-oxo-2-phenyloxolane-2-carbonitrile；4-methylidene-5-oxo-2-phenyloxolane-2-carbonitrile
• CAS: 1529773-03-2
• 化学式: C₁₂H₉NO₂
• 分子量: 199.209
• InChiKey: QLNRLGQQHWLSFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methylene-5-oxo-2-phenyltetrahydrofuran-2-carbonitrile 在 甲酸 作用下， 反应 120.0h， 以43%的产率得到4-methylene-5-oxo-2-phenyltetrahydrofuran-2-carboxamide
  参考文献：
  名称：

  Synthesis of densely functionalized α-methylene γ-butyrolactones via an organocatalytic one-pot allylic-alkylation–cyclization reaction

  摘要：

  The tertiary amine-catalyzed one-pot allylic-alkylation-cyclization (AAC) reaction has been developed, which provided an efficient synthetic route for the preparation of densely functionalized alpha-methylene-gamma-cyano-gamma-butyrolactones with various substituents at the beta-position and the gamma-position. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.11.067
• 作为产物：
  描述：

  在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 74.08h， 生成 4-methylene-5-oxo-2-phenyltetrahydrofuran-2-carbonitrile
  参考文献：
  名称：

  Synthesis of densely functionalized α-methylene γ-butyrolactones via an organocatalytic one-pot allylic-alkylation–cyclization reaction

  摘要：

  The tertiary amine-catalyzed one-pot allylic-alkylation-cyclization (AAC) reaction has been developed, which provided an efficient synthetic route for the preparation of densely functionalized alpha-methylene-gamma-cyano-gamma-butyrolactones with various substituents at the beta-position and the gamma-position. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.11.067

文献信息

• Synthesis of densely functionalized α-methylene γ-butyrolactones via an organocatalytic one-pot allylic-alkylation–cyclization reaction
  作者：Yong Yan、Da En、Zhe Zhuang、Yuan Guo、Wei-Wei Liao

  DOI：10.1016/j.tetlet.2013.11.067

  日期：2014.1

  The tertiary amine-catalyzed one-pot allylic-alkylation-cyclization (AAC) reaction has been developed, which provided an efficient synthetic route for the preparation of densely functionalized alpha-methylene-gamma-cyano-gamma-butyrolactones with various substituents at the beta-position and the gamma-position. (C) 2013 Elsevier Ltd. All rights reserved.