(Z)-benzyl 4-phenylbut-3-enoate | 1443734-89-1

• 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)-benzyl 4-phenylbut-3-enoate
• CAS: 1443734-89-1
• 化学式: C₁₇H₁₆O₂
• 分子量: 252.313
• InChiKey: GRXYOZQHCWYQKU-GHXNOFRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  氯乙酸苄酯 、 potassium cis-styryltrifluoroborate 在 XPhos Pd G2 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 8.0h， 以72%的产率得到(Z)-benzyl 4-phenylbut-3-enoate
  参考文献：
  名称：

  Pd-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with 2-Chloroacetates and 2-Chloroacetamides

  摘要：

  A protocol for the stereocontrolled synthesis of (E)- and (Z)-beta,gamma-unsaturated esters and amides is reported. 2-Chloroacetates as well as secondary and tertiary 2-chloroacetamides were successfully employed as electrophiles in the Suzuki-Miyaura cross-coupling reaction with potassium (E)- and (Z)-alkenyltrifluoroborates, affording the corresponding products in high yield.

  DOI：

  10.1021/ol401377q

文献信息

• Photocatalytic Cross-Coupling of Tetrafluoropyridine Sulfides with Vinyl Halides for the Synthesis of β,γ-Unsaturated Carbonyl Compounds
  作者：Muhammad Kashif Zaman、Ruining Li、Wei Deng

  DOI：10.1021/acs.joc.3c01800

  日期：2023.11.17

  β,γ-Unsaturated carbonyl compounds serve as versatile building blocks in organic synthesis and medicinal chemistry. Herein we reported the synthesis of β,γ-unsaturated carbonyl compounds from tetrafluoropyridine sulfides with vinyl halides. This cross-coupling reaction takes the advantage of photocatalysis, as well as zinc catalysis, which is preferred due to its less-toxic, earth abundant, and cost-effective

  β,γ-不饱和羰基化合物是有机合成和药物化学中的通用结构单元。在此，我们报道了由四氟吡啶硫化物与卤乙烯合成β,γ-不饱和羰基化合物。这种交叉偶联反应利用了光催化和锌催化的优点，锌催化因其毒性较小、地球资源丰富且成本效益高而受到青睐。