2-(4-chlorophenyl)-5-(pyridin-2-yl)-1,3,4-thiadiazole | 15311-28-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-chlorophenyl)-5-(pyridin-2-yl)-1,3,4-thiadiazole
• 英文别名: 2-(p-Chlorphenyl)-5-(2-pyridyl)-1,3,4-thiadiazol；2-[5-(4-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-pyridine；2-(4-Chlorophenyl)-5-pyridin-2-yl-1,3,4-thiadiazole；2-(4-chlorophenyl)-5-pyridin-2-yl-1,3,4-thiadiazole
• CAS: 15311-28-1
• 化学式: C₁₃H₈ClN₃S
• 分子量: 273.746
• InChiKey: FFFOZHDFJOUANN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-苯基-1,3,4-噻二唑 、 2-吡啶基三氟甲磺酸酯 在 copper(l) iodide 、 palladium diacetate 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以39%的产率得到2-(4-chlorophenyl)-5-(pyridin-2-yl)-1,3,4-thiadiazole
  参考文献：
  名称：

  Pd/Cu-Catalyzed C–H Arylation of 1,3,4-Thiadiazoles with (Hetero)aryl Iodides, Bromides, and Triflates

  摘要：

  The direct C-H arylation of 1,3,4-thiadiazoles with a wide range of (hetero)aryl iodides, bromides, and triflates is described using a Pd/Cu-catalyzed protocol. The methodology is compatible with substrates possessing electron-donating or electron-withdrawing substituents and also tolerates sterically hindered aryl halides. The utility of the developed protocol is demonstrated by a one-pot C-H arylation-Suzuki coupling sequence.

  DOI：

  10.1021/jo301401q

文献信息

• Pd/Cu-Catalyzed C–H Arylation of 1,3,4-Thiadiazoles with (Hetero)aryl Iodides, Bromides, and Triflates
  作者：Dipak D. Vachhani、Abhishek Sharma、Erik Van der Eycken

  DOI：10.1021/jo301401q

  日期：2012.10.5

  The direct C-H arylation of 1,3,4-thiadiazoles with a wide range of (hetero)aryl iodides, bromides, and triflates is described using a Pd/Cu-catalyzed protocol. The methodology is compatible with substrates possessing electron-donating or electron-withdrawing substituents and also tolerates sterically hindered aryl halides. The utility of the developed protocol is demonstrated by a one-pot C-H arylation-Suzuki coupling sequence.