2-[4-(trifluoromethyl)benzyl]-1,3-benzoxazole | 1232144-39-6

• 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: 2-[4-(trifluoromethyl)benzyl]-1,3-benzoxazole
• 英文别名: 2-[4-(trifluoromethyl)benzyl]benzoxazole；2-(4-(trifluoromethyl)benzyl)benzo[d]oxazole；2-[[4-(Trifluoromethyl)phenyl]methyl]-1,3-benzoxazole；2-[[4-(trifluoromethyl)phenyl]methyl]-1,3-benzoxazole
• CAS: 1232144-39-6
• 化学式: C₁₅H₁₀F₃NO
• 分子量: 277.246
• InChiKey: NXGWFPNZYJZRAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基苯酚 、 1-(2,2-二溴乙烯基)-4-(三氟甲基)苯 在 三乙烯二胺 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 10.0h， 以80%的产率得到2-[4-(trifluoromethyl)benzyl]-1,3-benzoxazole
  参考文献：
  名称：

  Facile synthesis of benzoxazoles from 1,1-dibromoethenes

  摘要：

  Direct coupling of 1,1-dibromoethenes with 2-aminophenols had been achieved to form the corresponding benzoxazoles under mildly basic reaction conditions. A variety of substituted 2-aminophenols provided the desired products in moderate to good yields. Even though 1,1-dibromoethenes have to be derived from arylcarboxaldehydes or glyoxalate for the reactions, this method still provides a new route to the preparation of benzoxazoles, complementing to existing synthetic strategies. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.071

文献信息

• Synthesis of 2-benzyl benzoxazoles and benzothiazoles <i>via</i> elemental sulfur promoted cyclization of styrenes with 2-nitrophenols and <i>N</i>,<i>N</i>-dialkyl-3-nitroanilines
  作者：Truong K. Chau、Nguyen T. Ho、Tuan H. Ho、Anh T. Nguyen、Khoa D. Nguyen、Nam T. S. Phan、Ha V. Le、Tung T. Nguyen

  DOI：10.1039/d3ob01775c

  日期：——

  Annulation of 2-nitrophenols and N,N-dialkyl-3-nitroanilines with styrenes in the presence of elemental sulfur and the base DABCO successfully yielded 2-benzyl benzoxazoles and 2-benzyl benzothiazoles, respectively.

  在元素硫和碱 DABCO 的存在下，2-硝基苯酚和 N,N-二烷基-3-硝基苯胺与苯乙烯的蒽化反应分别成功地生成了 2-苄基苯并恶唑和 2-苄基苯并噻唑。
• Synthesis of 2-Arylmethylbenzoxazoles by S8-Mediated Cyclization of 2-Aminophenols with Styrenes
  作者：Y. R. Duan、H. L. Wu、H. F. Gan

  DOI：10.1134/s1070428022100177

  日期：2022.10
• Synthesis of 2-(Arylmethyl)benzazoles by the Sulfur-mediated Cyclization of 2-Aminophenol or 2-Aminoaniline with Arylacetylenes
  作者：P. P. Ma、H. L. Wu、H. F. Gan

  DOI：10.1134/s1070428023080171

  日期：2023.8
• Facile synthesis of benzoxazoles from 1,1-dibromoethenes
  作者：Kemei Tao、Jianlong Zheng、Zhaogui Liu、Wang Shen、Jiancun Zhang

  DOI：10.1016/j.tetlet.2010.04.071

  日期：2010.6

  Direct coupling of 1,1-dibromoethenes with 2-aminophenols had been achieved to form the corresponding benzoxazoles under mildly basic reaction conditions. A variety of substituted 2-aminophenols provided the desired products in moderate to good yields. Even though 1,1-dibromoethenes have to be derived from arylcarboxaldehydes or glyoxalate for the reactions, this method still provides a new route to the preparation of benzoxazoles, complementing to existing synthetic strategies. (C) 2010 Elsevier Ltd. All rights reserved.