6-cyano-2-phenylbenzoxazole | 1279208-39-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-cyano-2-phenylbenzoxazole
• 英文别名: 2-Phenylbenzo[d]oxazole-6-carbonitrile；2-phenyl-1,3-benzoxazole-6-carbonitrile
• CAS: 1279208-39-7
• 化学式: C₁₄H₈N₂O
• mdl: MFCD18785150
• 分子量: 220.23
• InChiKey: FTXHPGOKUAJPFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(4-氰基苯基)苯甲酰胺 在 4-硝基碘苯 、 Oxone 、 三氟甲磺酸 作用下， 反应 48.0h， 以19%的产率得到6-cyano-2-phenylbenzoxazole
  参考文献：
  名称：

  Organocatalytic Syntheses of Benzoxazoles and Benzothiazoles using Aryl Iodide and Oxone via C–H Functionalization and C–O/S Bond Formation

  摘要：

  An organocatalytic protocol for the syntheses of 2-substituted benzoxazoles and benzothiazoles is described from alkyl-/arylanilides and alkyl-/arylthioanilides using 1-iodo-4-nitrobenzene as catalyst and oxone as an inexpensive and environmentally safe terminal oxidant at room temperature in air via oxidative C-H functionalization and C-O/S bond formation. The procedure is simple and general and provides an effective route for the construction of functionalized 2-alkyl-/arylbenzoxazoles and 2-alkyl-/arylbenzothiazoles with moderate to high yields. The synthetic and mechanistic aspects have been described.

  DOI：

  10.1021/jo501216h

文献信息

• N-Heterocyclic carbene copper(<scp>i</scp>) complex-catalyzed synthesis of 2-aryl benzoxazoles and benzothiazoles
  作者：Julio I. Urzúa、Renato Contreras、Cristian O. Salas、Ricardo A. Tapia

  DOI：10.1039/c6ra18510j

  日期：——

  A new and efficient synthesis of 2-aryl benzoxazoles and benzothiazoles using cooper N-heterocyclic carbene complex is described. In a simple protocol a variety of 2-substituted benzoxazoles and benzothiazoles were obtained...

  描述了一种使用库珀N-杂环卡宾配合物新型高效合成2-芳基苯并恶唑和苯并噻唑的方法。在一个简单的协议中，获得了各种2-取代的苯并恶唑和苯并噻唑。
• Process for producing biaryl compound
  申请人：Hagiya Koji

  公开号：US20050096471A1

  公开（公告）日：2005-05-05

  A process for producing a biaryl compound, characterized by reacting an arylhydrazine compound, hydrogen peroxide and an aryl compound. When the reaction is conducted in the presence of a given metal or a compound of the metal or in the presence of a metal oxide obtained by reacting the given metal or a compound of the metal with hydrogen peroxide, then the yield of the biaryl compound is improved.

  一种生产双芳基化合物的工艺，其特征在于使芳基肼化合物、过氧化氢和芳基化合物反应。当反应是在某种金属或金属化合物存在下进行，或在某种金属或金属化合物与过氧化氢反应得到的金属氧化物存在下进行时，双芳基化合物的产率会提高。
• PROCESS FOR PRODUCING BIARYL COMPOUND
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1473286B1

  公开（公告）日：2009-11-04
• US7554000B2
  申请人：——

  公开号：US7554000B2

  公开（公告）日：2009-06-30
• US8242278B2
  申请人：——

  公开号：US8242278B2

  公开（公告）日：2012-08-14