4-[4-三氟甲基苯基]恶唑 | 1126636-40-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-[4-三氟甲基苯基]恶唑
• 英文名称: 4-[4-(trifluoromethyl)phenyl]-1,3-oxazole
• 英文别名: 4-(4-trifluoromethylphenyl)oxazole；4-(4-(Trifluoromethyl)phenyl)oxazole
• CAS: 1126636-40-5
• 化学式: C₁₀H₆F₃NO
• 分子量: 213.159
• InChiKey: BTZWCQXESYHHBK-UHFFFAOYSA-N

物化性质

• 熔点：
  57-58 °C
• 沸点：
  252.1±35.0 °C(Predicted)
• 密度：
  1.297±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[4-三氟甲基苯基]恶唑 、 4-二甲基氨基苯乙炔 在 四(三苯基膦)钯 、 lithium tert-butoxide 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以68%的产率得到2-(4-dimethylaminophenylethynyl)-4-(4-trifluoromethylphenyl)oxazole
  参考文献：
  名称：

  Palladium-Catalyzed Oxidative Alkynylation of Heterocycles with Terminal Alkynes under Air Conditions

  摘要：

  Pd-Catalyzed oxidative alkynylation of azoles with terminal alkynes was developed via simultaneous activation of both heterocyclic sp(2) C-H and alkynyl sp C-H bonds. The choice of palladium catalyst source and external base resulted in being important factors for performing the reaction with high efficiency and selectivity, and air was successfully utilized as an environmental oxidant in the present alkynylation procedure.

  DOI：

  10.1021/ol200154s
• 作为产物：
  描述：

  2-溴-4'-(三氟甲基)苯乙酮 、 formamide 反应 12.0h， 以9%的产率得到4-[4-三氟甲基苯基]恶唑
  参考文献：
  名称：

  Palladium-Catalyzed Oxidative Alkynylation of Heterocycles with Terminal Alkynes under Air Conditions

  摘要：

  Pd-Catalyzed oxidative alkynylation of azoles with terminal alkynes was developed via simultaneous activation of both heterocyclic sp(2) C-H and alkynyl sp C-H bonds. The choice of palladium catalyst source and external base resulted in being important factors for performing the reaction with high efficiency and selectivity, and air was successfully utilized as an environmental oxidant in the present alkynylation procedure.

  DOI：

  10.1021/ol200154s

文献信息

• Regio- and Stereocontrolled Introduction of Secondary Alkyl Groups to Electron-Deficient Arenes through Copper-Catalyzed Allylic Alkylation
  作者：Yusuke Makida、Hirohisa Ohmiya、Masaya Sawamura

  DOI：10.1002/anie.201200809

  日期：2012.4.23

  Copper‐catalyzed allylic alkylation of azoles, a pyridine N‐oxide, and fluoroarenes with secondary allylic phosphates proceeded under mild reaction conditions with excellent γ‐E‐selectivity. The reactions with enantioenriched allylic phosphates proceeded with 1,3‐anti stereoselectivity to generate an allylic stereogenic center at the position α to the aromatic ring.

  铜催化的唑类，吡啶N-氧化物和氟代芳烃与仲烯丙基磷酸的烯丙基烷基化反应在温和的反应条件下以优异的γ- E选择性进行。与对映体富集的烯丙基磷酸酯的反应以1,3-抗立体选择性进行，以在芳环的α位生成烯丙基立体异构中心。
• Converting oxazoles into imidazoles: new opportunities for diversity-oriented synthesis
  作者：Thibaut Alzieu、Johannes Lehmann、Ajay B. Naidu、Rainer E. Martin、Robert Britton

  DOI：10.1039/c3cc48467j

  日期：——

  We report the optimization of a neglected reaction for the rapid and direct conversion of oxazoles into N-substituted imidazoles. The utility of this microwave-promoted reaction for diversity-oriented synthesis is demonstrated in the preparation of >40 N-substituted imidazoles, including alpha-imidazolyl esters.

  我们报告了快速和直接将恶唑转化为N-取代的咪唑的被忽视反应的优化。微波促进反应在面向多样性的合成中的实用性在包括α-咪唑基酯在内的> 40种N-取代的咪唑的制备中得到了证明。
• Palladium-Catalyzed Oxidative Alkynylation of Heterocycles with Terminal Alkynes under Air Conditions
  作者：Seok Hwan Kim、Jungho Yoon、Sukbok Chang

  DOI：10.1021/ol200154s

  日期：2011.3.18

  Pd-Catalyzed oxidative alkynylation of azoles with terminal alkynes was developed via simultaneous activation of both heterocyclic sp(2) C-H and alkynyl sp C-H bonds. The choice of palladium catalyst source and external base resulted in being important factors for performing the reaction with high efficiency and selectivity, and air was successfully utilized as an environmental oxidant in the present alkynylation procedure.