(E)-2-(3-phenoxy-1-propen-1-yl)naphthalene | 1186042-98-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-2-(3-phenoxy-1-propen-1-yl)naphthalene
• 英文别名: 2-[(E)-3-phenoxyprop-1-enyl]naphthalene
• CAS: 1186042-98-7
• 化学式: C₁₉H₁₆O
• 分子量: 260.335
• InChiKey: ZLFZQRLAKNUHTK-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-2-(3-phenoxy-1-propen-1-yl)naphthalene 、 2-甲基苯硼酸 在 双(二苯基膦苯基醚)二氯化钯(II) 、 三乙胺 作用下， 以 水 为溶剂， 反应 10.0h， 以86%的产率得到2-[(E)-3-(2-methylphenyl)prop-1-enyl]naphthalene
  参考文献：
  名称：

  Allylic Ethers as Educts for Suzuki−Miyaura Couplings in Water at Room Temperature

  摘要：

  The first examples of Suzuki-Miyaura couplings of allylic ethers are reported. These can be done riot only under very mild room-temperature conditions but also in water as the only medium. The process is made possible by micellar catalysis using the designer surfactant PTS.

  DOI：

  10.1021/ja905082c
• 作为产物：
  描述：

  苯酚 在 potassium phosphate 、 dichloro(cycloocta-1,5-diene)palladium (II) 、 四丁基溴化铵 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 28.0h， 生成 (E)-2-(3-phenoxy-1-propen-1-yl)naphthalene
  参考文献：
  名称：

  从芳族卤化物，酚和烯丙基氯化物高效钯催化合成肉桂醚

  摘要：

  AbstractA one‐pot, two‐step catalytic protocol for the preparation of cinnamyl ethers from simple and readily available aryl halides, phenols and allyl chloride is reported for the first time. This simple and highly efficient palladium nanoparticles catalytic system shows good regio‐ and stereoselectivities and affords the desired products in good to high yields (49–85%) from aryl iodides. Furthermore, less reactive aryl bromides can also give the cinnamyl ethers in moderate yields (24–72%).magnified image

  DOI：

  10.1002/adsc.201300757

文献信息

• An Efficient Palladium-Catalyzed Synthesis of Cinnamyl Ethers from Aromatic Halides, Phenols, and Allylic Chloride
  作者：Wei Wang、Rong Zhou、Zhi-Jie Jiang、Kun Wang、Hai-Yan Fu、Xue-Li Zheng、Hua Chen、Rui-Xiang Li

  DOI：10.1002/adsc.201300757

  日期：2014.2.10

  AbstractA one‐pot, two‐step catalytic protocol for the preparation of cinnamyl ethers from simple and readily available aryl halides, phenols and allyl chloride is reported for the first time. This simple and highly efficient palladium nanoparticles catalytic system shows good regio‐ and stereoselectivities and affords the desired products in good to high yields (49–85%) from aryl iodides. Furthermore, less reactive aryl bromides can also give the cinnamyl ethers in moderate yields (24–72%).magnified image
• Allylic <i>Ethers</i> as Educts for Suzuki−Miyaura Couplings in Water at Room Temperature
  作者：Takashi Nishikata、Bruce H. Lipshutz

  DOI：10.1021/ja905082c

  日期：2009.9.2

  The first examples of Suzuki-Miyaura couplings of allylic ethers are reported. These can be done riot only under very mild room-temperature conditions but also in water as the only medium. The process is made possible by micellar catalysis using the designer surfactant PTS.