3-[(1E)-3-butoxy-3-oxo-1-propen-1-yl]benzoic acid methyl ester | 1527506-80-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-[(1E)-3-butoxy-3-oxo-1-propen-1-yl]benzoic acid methyl ester
• 英文别名: (E)-methyl 3-(3-butoxy-3-oxoprop-1-en-1-yl)benzoate；methyl 3-[(E)-3-butoxy-3-oxoprop-1-enyl]benzoate
• CAS: 1527506-80-4
• 化学式: C₁₅H₁₈O₄
• 分子量: 262.306
• InChiKey: NLTRXOBHLCXACW-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙烯酸丁酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 caesium carbonate 、 三苯基膦 、 palladium dichloride 作用下， 以 甲苯 为溶剂， 反应 15.0h， 生成 3-[(1E)-3-butoxy-3-oxo-1-propen-1-yl]benzoic acid methyl ester
  参考文献：
  名称：

  2-Hydroxy-1,10-phenanthroline vs 1,10-Phenanthroline: Significant Ligand Acceleration Effects in the Palladium-Catalyzed Oxidative Heck Reaction of Arenes

  摘要：

  A series of bidentate monoanionic nitrogen ligands were designed and applied in the Pd-catalyzed oxidative Heck reaction of arenes with alkenes. Significant ligand-accelerated effects were observed, and direct C-H functionalized products were formed in high yields with meta-selectivity.

  DOI：

  10.1021/ol4033804

文献信息

• Rhodium(II)-Catalyzed Nondirected Oxidative Alkenylation of Arenes: Arene Loading at One Equivalent
  作者：Harit U. Vora、Anthony P. Silvestri、Casper J. Engelin、Jin-Quan Yu

  DOI：10.1002/anie.201310539

  日期：2014.3.3

  bimetallic RhII catalyst promoted the CH alkenylation of simple arenes at 1.0 equivalent without the use of a directing group. A phosphine ligand as well as cooperative reoxidation of RhII with Cu(TFA)2 and V2O5 proved essential in providing monoalkenylated products in good yields and selectivities, especially with di‐ and trisubstituted arenes.

  双金属的Rh II催化剂促进与c  H在1.0当量，而无需使用定向基团的简单的芳烃的烯基化。膦配体以及Rh II与Cu（TFA）2和V 2 O 5的协同再氧化被证明对于以高收率和选择性提供单烯基化产物至关重要，特别是对于二取代和三取代的芳烃。