5-(4-chlorophenyl)-1-methyl-1,2,4-triazole | 1331850-68-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-chlorophenyl)-1-methyl-1,2,4-triazole
• 英文别名: 5-(4-Chlorophenyl)-1-methyl-1,2,4-triazole
• CAS: 1331850-68-0
• 化学式: C₉H₈ClN₃
• 分子量: 193.636
• InChiKey: PZKXWVJNJFWQDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-甲基-1,2,4-三唑 、 4-溴氯苯 在 (THF)Li(TMP)Zn(tBu)2 、 二(三叔丁基膦)钯 作用下， 以 四氢呋喃 为溶剂， 反应 2.17h， 以51%的产率得到5-(4-chlorophenyl)-1-methyl-1,2,4-triazole
  参考文献：
  名称：

  Alkali-metal mediated zincation of N-heterocyclic substrates using the lithium zincate complex, (THF)Li(TMP)Zn(tBu)2 and applications in in situ cross coupling reactions

  摘要：

  This study investigates the ability of the mixed-metal reagent [Li(TMP)Zn(tBu)(2)] 1 to promote direct Zn-H exchange reactions (zincations) of a wide range of N-heterocyclic molecules. The generated metallated intermediates from these reactions are intercepted with I-2 and some of them are also employed as precursors in Pd-catalysed Negishi cross-coupling applications. A comparison with recent precedents in metallation chemistry reveals that for some of these heterocycles, 1 allows improved conversions, under milder conditions and in certain cases, even gives unique regioselectivities. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.06.090