(E)-4-(4-styrylphenyl)morpholine | 1028049-92-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-4-(4-styrylphenyl)morpholine
• 英文别名: 4-[4-[(E)-2-phenylethenyl]phenyl]morpholine
• CAS: 1028049-92-4
• 化学式: C₁₈H₁₉NO
• 分子量: 265.355
• InChiKey: NKVCZYBQFJKBBJ-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吗啉 、 1-氟-4-[(E)-2-苯基乙烯基]苯 在 bis(1,5-cyclooctadiene)nickel (0) 、 sodium t-butanolate 、 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以86%的产率得到(E)-4-(4-styrylphenyl)morpholine
  参考文献：
  名称：

  镍催化的氟代芳烃和胺的偶联

  摘要：

  AbstractThe combination of bis(cyclooctadiene)nickel [Ni(COD)2] and 1,3‐bis(2,6‐diisopropylphenyl)imidazol‐2‐ylidene hydrochloride (IPr⋅HCl) effectively catalyzes coupling of fluoroarenes with amines in the presence of sodium tert‐butoxide (t‐BuONa). Activated, unactivated and deactivated fluoroarenes as well as fluoropyridines can react with cyclic or acyclic aliphatic amines. The reactions tolerate various functional groups in the fluorides including PhC(O), C(O)NEt2, CF3, OMe and vinyl groups.magnified image

  DOI：

  10.1002/adsc.201300485

文献信息

• Nickel-Catalyzed Amination of Aryl Pivalates by the Cleavage of Aryl CO Bonds
  作者：Toshiaki Shimasaki、Mamoru Tobisu、Naoto Chatani

  DOI：10.1002/anie.200907287

  日期：2010.4.6

  Catalytic amination: The title reaction demonstrates the use of aryl carboxylates as suitable electrophilic coupling substrates in catalytic amination reactions. N‐heterocyclic carbene ligands and NaOtBu promote the amination of aryl pivalates through the cleavage of normally unreactive aryl carbon–oxygen bonds (see scheme; cod=cyclooctadiene).

  催化胺化：标题反应表明在催化胺化反应中使用芳基羧酸盐作为合适的亲电子偶联底物。N-杂环卡宾配体和NaO t Bu通过裂解通常不活泼的芳基碳氧键来促进新戊酸芳基的胺化（参见方案； cod =环辛二烯）。
• Imaging agents for protein misfolding
  申请人：Wisniewski Thomas

  公开号：US20100279340A1

  公开（公告）日：2010-11-04

  Charged and neutral small fluorescent molecules based upon the styryl scaffold are useful as imaging agents for misfolded proteins such as amyloid plaque. Charged molecules are prepared using pyrrolidine catalyzed reactions by solution-phase synthesis. Neutral styryl molecules are prepared using acetic anhydride catalyzed reactions, Horner-Emmons reactions or Wittig reactions.
• US8158380B2
  申请人：——

  公开号：US8158380B2

  公开（公告）日：2012-04-17