methyl 5-(2-chlorobenzoyl)-2-furoate | 60907-03-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 5-(2-chlorobenzoyl)-2-furoate
• 英文别名: 5-(2-Chloro-benzoyl)-furan-2-carboxylic acid methyl ester；methyl 5-(2-chlorobenzoyl)furan-2-carboxylate
• CAS: 60907-03-1
• 化学式: C₁₃H₉ClO₄
• mdl: MFCD22421282
• 分子量: 264.665
• InChiKey: PKUXHPFNEUBNMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 5-(2-chlorobenzoyl)-2-furoate 在 氯化亚砜 、 三乙胺 、 sodium hydroxide 、 lithium tert-butoxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 4.5h， 生成 (E)-6-(2-chlorophenyl)-N,N-dimethyl-2-oxohex-3-en-5-ynamide
  参考文献：
  名称：

  Base-Mediated Decomposition of Amide-Substituted Furfuryl Tosylhydrazones: Synthesis and Cytotoxic Activities of Enynyl-Ketoamides

  摘要：

  Base-mediated decomposition of amide-substituted furfuryl tosylhydrazones afforded practical access to novel multifunctionalized enynyl-ketoamides. In addition, furfuryl tosylhydrazones with stable furan rings underwent an interesting tosyl-group migration to form sulfones, which have potential synthetic applications. Some of the obtained enynyl-ketoamides demonstrated good cytotoxicities against human tumor cell lines.

  DOI：

  10.1021/jo502328j

文献信息

• Base-Mediated Decomposition of Amide-Substituted Furfuryl Tosylhydrazones: Synthesis and Cytotoxic Activities of Enynyl-Ketoamides
  作者：Fanghua Ji、Hui Peng、Xiaoting Zhang、Wenhua Lu、Shubin Liu、Huanfeng Jiang、Bo Liu、Biaolin Yin

  DOI：10.1021/jo502328j

  日期：2015.2.20

  Base-mediated decomposition of amide-substituted furfuryl tosylhydrazones afforded practical access to novel multifunctionalized enynyl-ketoamides. In addition, furfuryl tosylhydrazones with stable furan rings underwent an interesting tosyl-group migration to form sulfones, which have potential synthetic applications. Some of the obtained enynyl-ketoamides demonstrated good cytotoxicities against human tumor cell lines.