(Z)-2-(4-trifluoromethylphenyl)-4-(1-naphthylmethylene)-5(4H)-oxazolone | 425380-64-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (Z)-2-(4-trifluoromethylphenyl)-4-(1-naphthylmethylene)-5(4H)-oxazolone
• 英文别名: (Z)-2-(p-trifluoromethylphenyl)-4-(1-naphthylmethylene)-5(4H)-oxazolone
• CAS: 425380-64-9
• 化学式: C₂₁H₁₂F₃NO₂
• 分子量: 367.327
• InChiKey: OCXJWACQSUKUKI-PDGQHHTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  38.66
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (Z)-2-(4-trifluoromethylphenyl)-4-(1-naphthylmethylene)-5(4H)-oxazolone 在 TEA 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 10.0h， 生成
  参考文献：
  名称：

  Highly selective conversion of N-aroyl-α-dehydronaphthylalaninamides into 3,4-dihydrobenzoquinolinone derivatives via photoinduced intermolecular electron transfer

  摘要：

  The irradiation of substituted (Z)-N-aroyl-alpha-dehydronaphthylalaninamides [(Z)-1] in methanol containing triethylamine (TEA) with Pyrex-filtered light was found to give 3,4-dihydrobenzoquinolinone derivatives (2) in high yields along with minor amounts of 4,5-dihydrooxazole derivatives (3). Analysis of the substituent effects on product composition revealed that both the photoreactivity of 1 and the selectivity of 2 are decreased with increasing electron-withdrawing ability of the substituent introduced at the para-position on the N-benzoyl benzene ring. From the analysis of the dependence of the quantum yield for the formation of 2 on the TEA concentration, it was found that back electron transfer occurs efficiently within an (E)-1 anion radical-TEA cation radical pair intermediate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.08.096
• 作为产物：
  描述：

  1-萘甲醛 、 N-[4-(三氟甲基)苯甲酰基]甘氨酸 在 sodium acetate 、 乙酸酐 作用下， 反应 1.0h， 生成 (Z)-2-(4-trifluoromethylphenyl)-4-(1-naphthylmethylene)-5(4H)-oxazolone
  参考文献：
  名称：

  Motohashi, Toyohisa; Maekawa, Kei; Kubo, Kanji, Heterocycles, 2002, vol. 57, # 2, p. 269 - 292

  摘要：

  DOI：