2-(5-methylthiazol-2-yl)benzo[d]thiazole | 1388625-50-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-(5-methylthiazol-2-yl)benzo[d]thiazole
• 英文别名: 2-(5-phenylthiazol-2-yl)benzothiazole；2-(5-Phenyl-1,3-thiazol-2-yl)-1,3-benzothiazole
• CAS: 1388625-50-0
• 化学式: C₁₆H₁₀N₂S₂
• 分子量: 294.401
• InChiKey: XEGURCFXNSDUOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯并噻唑 、 5-苯基噻唑 在 copper diacetate 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以85%的产率得到2-(5-methylthiazol-2-yl)benzo[d]thiazole
  参考文献：
  名称：

  Copper(II)-Mediated Dehydrogenative Cross-Coupling of Heteroarenes

  摘要：

  Cu(OAc)(2)-mediated dehydrogenative cross-coupling between two heteroarenes has been realized in the absence of any other additive. A mechanism involving a formal Cu(II) to Cu(0) route by convergent disproportionation of the copper mediator is proposed and has been evidenced by copper mirror formation during the reaction. This synthetic protocol provides a concise and "green" access to unsymmetrical biheteroarenes bearing structural motifs of substantial utility in organic synthesis.

  DOI：

  10.1021/ol301517y

文献信息

• Copper-Catalyzed Dehydrogenative Cross-Coupling of Benzothiazoles with Thiazoles and Polyfluoroarene
  作者：Shilu Fan、Zhao Chen、Xingang Zhang

  DOI：10.1021/ol3023165

  日期：2012.9.21

  A copper-catalyzed dehydrogenative cross-coupling of benzothiazoles with thiazoles and polyfluoroarene under mild reaction conditions is described. This protocol provides a straightforward and operationally simple method for the synthesis of the 2,2'-linkage of thiazoles and 2-polyfluoroarylthiazoles of interest in life and material sciences.