(E)-5-(4-pentylstyryl)-4-(4-methoxyphenyl)-2-methyloxazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (E)-5-(4-pentylstyryl)-4-(4-methoxyphenyl)-2-methyloxazole
• 英文别名: (E)-4-(4-pentylstyryl)-5-(4-methoxyphenyl)-2-methyloxazole；(E)-4-(4-methoxyphenyl)-5-(4-pentylstyryl)-2-methyloxazole；4-(4-methoxyphenyl)-2-methyl-5-[(E)-2-(4-pentylphenyl)ethenyl]-1,3-oxazole
• 化学式: C₂₄H₂₇NO₂
• 分子量: 361.484
• InChiKey: DFLCZELMDZZEDI-SFQUDFHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-methoxy-4-((4-pentylphenyl)buta-1,3-diynyl)benzene 、 乙腈 在 cesiumhydroxide monohydrate 作用下， 以 1,4-二氧六环 为溶剂， 以42%的产率得到(E)-5-(4-methoxystyryl)-2-methyl-4-(4-pentylphenyl)oxazole
  参考文献：
  名称：

  Transition-Metal-Free Heterocyclization of 1,3-Diynes with Nitriles in the Presence of Aqueous Potassium Hydroxide: Synthesis of 2,4-Disubstituted 5-[(E)-2-Phenylethenyl]-1,3-oxazoles

  摘要：

  A transition-metal-free heterocyclization of 1,3-diynes and nitriles in the presence of either aqueous potassium hydroxide or cesium hydroxide in 1,4-dioxane at 100 degrees C was realized. This method provided stereoselectively 2,4-disubstituted 5-[(E)-2-phenylethenyl]-1,3-oxazoles in moderate to good yields.

  DOI：

  10.1055/s-0034-1378316

文献信息

• Regioselective Formation of 2,4,5-Trisubstituted Oxazoles through Transition-Metal Free Heterocyclization of 1,3-Diynes with <i>N</i>,<i>O</i>-Bis(trimethylsiyl)acetamide
  作者：Liang Zhang、Xiaoming Zhao

  DOI：10.1021/ol5030986

  日期：2015.1.16

  Transition-metal free heterocyclization reaction of 1,3-diynes with N,O-bis(trimethylsiyl)acetamide was accomplished in the presence of t-BuOK and acetonitrile at 120 °C. This method regioselectively gave 2,4,5-trisubstituted oxazoles in yields up to 97%.
• Transition-Metal-Free Heterocyclization of 1,3-Diynes with Nitriles in the Presence of Aqueous Potassium Hydroxide: Synthesis of 2,4-Disubstituted 5-[(E)-2-Phenylethenyl]-1,3-oxazoles
  作者：Xiaoming Zhao、Ling Ming、Jialiang Tang

  DOI：10.1055/s-0034-1378316

  日期：——

  A transition-metal-free heterocyclization of 1,3-diynes and nitriles in the presence of either aqueous potassium hydroxide or cesium hydroxide in 1,4-dioxane at 100 degrees C was realized. This method provided stereoselectively 2,4-disubstituted 5-[(E)-2-phenylethenyl]-1,3-oxazoles in moderate to good yields.