(Z)-methyl 3-(4-chlorophenyl)-3-phenyl-2-[(N-phenylacetamido)methyl]acrylate

• 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: (Z)-methyl 3-(4-chlorophenyl)-3-phenyl-2-[(N-phenylacetamido)methyl]acrylate
• 英文别名: methyl (Z)-2-[(N-acetylanilino)methyl]-3-(4-chlorophenyl)-3-phenylprop-2-enoate
• 化学式: C₂₅H₂₂ClNO₃
• 分子量: 419.908
• InChiKey: ABFABCDXXWQAKM-VHXPQNKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl (2Z)-2-(bromomethyl)-3-(4-chlorophenyl)prop-2-enoate 在 吡啶 、 potassium fluoride 、 palladium diacetate 、 potassium carbonate 、 丙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 (Z)-methyl 3-(4-chlorophenyl)-3-phenyl-2-[(N-phenylacetamido)methyl]acrylate
  参考文献：
  名称：

  以2,2,6,6-四甲基哌啶-N-氧基（TEMPO）为氧化剂的烯丙基胺的氧化Heck偶联制备四取代的烯烃

  摘要：

  AbstractThe paper describes the oxidative Heck arylation of various allylic amines using arylboronic acids for the preparation of tetrasubstituted alkenes. As oxidant the commercially available 2,2,6,6‐tetramethylpiperidine‐N‐oxyl (TEMPO) is used and coupling reactions occur under very mild conditions at room temperature. The densely substituted alkenes are formed in good to excellent yields with complete control of the diastereoselectivity. Substrate scope with respect to the allylic amine and the arylboronic acid is investigated.magnified image

  DOI：

  10.1002/adsc.201300846

文献信息

• Oxidative Heck Coupling of Allylic Amines with 2,2,6,6‐Tetramethylpiperidine‐ <i>N</i> ‐oxyl (TEMPO) as Oxidant for the Preparation of Tetrasubstituted Alkenes
  作者：Zhiheng He、Birgit Wibbeling、Armido Studer

  DOI：10.1002/adsc.201300846

  日期：2013.12.16

  AbstractThe paper describes the oxidative Heck arylation of various allylic amines using arylboronic acids for the preparation of tetrasubstituted alkenes. As oxidant the commercially available 2,2,6,6‐tetramethylpiperidine‐N‐oxyl (TEMPO) is used and coupling reactions occur under very mild conditions at room temperature. The densely substituted alkenes are formed in good to excellent yields with complete control of the diastereoselectivity. Substrate scope with respect to the allylic amine and the arylboronic acid is investigated.magnified image