6,7-dimethyl-2-phenylbenzothiazole | 1620817-52-8

• 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: 6,7-dimethyl-2-phenylbenzothiazole
• 英文别名: 6,7-dimethyl-2-phenylbenzo[d]thiazole
• CAS: 1620817-52-8
• 化学式: C₁₅H₁₃NS
• 分子量: 239.341
• InChiKey: OTZGBKSOPKPLFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  12.89
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  N-(3,4-dimethylphenyl)benzamide 在 劳森试剂 、 4-硝基碘苯 、 Oxone 、 三氟甲磺酸 作用下， 反应 12.0h， 生成 5,6-dimethyl-2-phenylbenzo[d]thiazole 、 6,7-dimethyl-2-phenylbenzothiazole
  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

• Copper‐Catalyzed Aerobic Oxidation of Amines to Benzothiazoles via Cross Coupling of Amines and Arene Thiolation Sequence
  作者：Jihyeon Kim、Kyungsoo Oh

  DOI：10.1002/adsc.202000598

  日期：2020.9.8

  A one‐pot three‐component synthesis of benzothiazoles has been developed using the copper‐catalyzed aerobic cross coupling of amines followed by arene thiolation using elemental sulfur. The dual roles of elemental sulfur and CuCl(OH)‐TMEDA in the aerobic amine oxidation and the aniline thiolation enable the facile access to benzothiazole derivatives from readily available starting materials. The operational

  通过铜催化的胺的需氧交叉偶联，然后使用元素硫进行的芳烃硫醇化，已经开发出了一种单锅三组分苯并噻唑的合成方法。元素硫和CuCl（OH）-TMEDA在好氧胺氧化和苯胺硫醇化中的双重作用使得可以轻松地从容易获得的起始原料中获得苯并噻唑衍生物。当前混杂催化剂体系的操作简单性表明在制备杂环化合物中具有很高的合成潜力。