Ethyl 3-[(2-chlorobenzoyl)amino]but-2-enoate | 349138-08-5

• 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: Ethyl 3-[(2-chlorobenzoyl)amino]but-2-enoate
• CAS: 349138-08-5
• 化学式: C₁₃H₁₄ClNO₃
• 分子量: 267.712
• InChiKey: YYVKRZXHVPUULC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl 3-[(2-chlorobenzoyl)amino]but-2-enoate 在 碘 、 potassium carbonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以0.20 g的产率得到ethyl 2-(2-chlorophenyl)-4-methyloxazole-5-carboxylate
  参考文献：
  名称：

  Sequential Copper-Catalyzed Vinylation/Cyclization:  An Efficient Synthesis of Functionalized Oxazoles

  摘要：

  A modular and practical synthesis of highly substituted oxazoles has been developed. The transformation consists of a sequential copper-catalyzed amidation of vinyl halides followed by cyclization promoted by iodine. A wide variety of functionalized oxazoles and polyazoles can be obtained in a selective manner from simple and easily accessible precursors.

  DOI：

  10.1021/ol7024718
• 作为产物：
  描述：

  (Z)-3-iodo-but-2-enoic acid ethyl ester 、 2-氯苯甲酰胺 在 copper(l) iodide 、 caesium carbonate 、 N,N'-二甲基乙二胺 作用下， 以 四氢呋喃 为溶剂， 生成 Ethyl 3-[(2-chlorobenzoyl)amino]but-2-enoate
  参考文献：
  名称：

  Sequential Copper-Catalyzed Vinylation/Cyclization:  An Efficient Synthesis of Functionalized Oxazoles

  摘要：

  A modular and practical synthesis of highly substituted oxazoles has been developed. The transformation consists of a sequential copper-catalyzed amidation of vinyl halides followed by cyclization promoted by iodine. A wide variety of functionalized oxazoles and polyazoles can be obtained in a selective manner from simple and easily accessible precursors.

  DOI：

  10.1021/ol7024718

文献信息

• Sequential Copper-Catalyzed Vinylation/Cyclization:  An Efficient Synthesis of Functionalized Oxazoles
  作者：Rubén Martín、Ana Cuenca、Stephen L. Buchwald

  DOI：10.1021/ol7024718

  日期：2007.12.1

  A modular and practical synthesis of highly substituted oxazoles has been developed. The transformation consists of a sequential copper-catalyzed amidation of vinyl halides followed by cyclization promoted by iodine. A wide variety of functionalized oxazoles and polyazoles can be obtained in a selective manner from simple and easily accessible precursors.