2-((3,4-dimethoxyphenyl)thio)benz[d]oxazole

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-((3,4-dimethoxyphenyl)thio)benz[d]oxazole
• 英文别名: 2-(3,4-Dimethoxyphenyl)sulfanyl-1,3-benzoxazole；2-(3,4-dimethoxyphenyl)sulfanyl-1,3-benzoxazole
• 化学式: C₁₅H₁₃NO₃S
• 分子量: 287.339
• InChiKey: SQWMZRFAVIKWIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  69.8
• 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 在 dipotassium peroxodisulfate 、 三氟甲磺酸 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 10.0h， 生成 2-((3,4-dimethoxyphenyl)thio)benz[d]oxazole
  参考文献：
  名称：

  Regioselective Thiolation of Arenes and Heteroarenes: C–H Functionalization Strategy for C–S Bond Formation

  摘要：

  A facile transition-metal-free oxidative cross-dehydrogenative coupling reaction involving selective formation of a C-S bond leading to the synthesis of arylthiobenzoxazoles, heteroarylthiobenzoxazoles, and arylthiobenzothiazoles has been described. This highly regioselective C-H functionalization reaction with electron-rich aromatic systems including heteroaromatics is achieved by reversing the reactivity of sulfur in the presence of a suitable oxidant and strong acid.

  DOI：

  10.1021/jo501793q

文献信息

• Regioselective Thiolation of Arenes and Heteroarenes: C–H Functionalization Strategy for C–S Bond Formation
  作者：Begur Vasanthkumar Varun、Kandikere Ramaiah Prabhu

  DOI：10.1021/jo501793q

  日期：2014.10.17

  A facile transition-metal-free oxidative cross-dehydrogenative coupling reaction involving selective formation of a C-S bond leading to the synthesis of arylthiobenzoxazoles, heteroarylthiobenzoxazoles, and arylthiobenzothiazoles has been described. This highly regioselective C-H functionalization reaction with electron-rich aromatic systems including heteroaromatics is achieved by reversing the reactivity of sulfur in the presence of a suitable oxidant and strong acid.