2-butyl-5-methylene-3-phenylthio-2-cyclopenten-1-one | 189030-25-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-butyl-5-methylene-3-phenylthio-2-cyclopenten-1-one
• 英文别名: 2-Cyclopenten-1-one, 2-butyl-5-methylene-3-(phenylthio)-；2-butyl-5-methylidene-3-phenylsulfanylcyclopent-2-en-1-one
• CAS: 189030-25-9
• 化学式: C₁₆H₁₈OS
• 分子量: 258.384
• InChiKey: KPMJVTIQCSYNJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-butyl-1,1-difluoro-4-methyl-1,4-pentadien-3-one 在 三氟甲磺酸 、 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.26h， 生成 2-butyl-5-methylene-3-phenylthio-2-cyclopenten-1-one
  参考文献：
  名称：

  Regioselective Nucleophilic Additions to Cross-Conjugated Dienone System Bearing β-Fluorine:  A Versatile Approach to Highly Substituted 2-Cyclopentenones

  摘要：

  [GRAPHICS]3-Fluoro-5-methylene-2-cyclopentenone is treated with appropriate nucleophiles and Lewis acids to undergo regioselective 1,2-addition, exocyclic 1,4-addition, and endocyclic 1,4 addition, leading to 3-substituted 4-methylene-2-cyclopentenones, 5-substituted 3-fluoro-2-cyclopentenones, and 3-substituted 5-methylene-2-cyclopentenones in good yields, respectively.

  DOI：

  10.1021/ol0161458

文献信息

• Regioselective Nucleophilic Additions to Cross-Conjugated Dienone System Bearing β-Fluorine:  A Versatile Approach to Highly Substituted 2-Cyclopentenones
  作者：Junji Ichikawa、Masaki Fujiwara、Shinji Miyazaki、Masahiro Ikemoto、Tatsuo Okauchi、Toru Minami

  DOI：10.1021/ol0161458

  日期：2001.7.1

  [GRAPHICS]3-Fluoro-5-methylene-2-cyclopentenone is treated with appropriate nucleophiles and Lewis acids to undergo regioselective 1,2-addition, exocyclic 1,4-addition, and endocyclic 1,4 addition, leading to 3-substituted 4-methylene-2-cyclopentenones, 5-substituted 3-fluoro-2-cyclopentenones, and 3-substituted 5-methylene-2-cyclopentenones in good yields, respectively.