3-thiophen-2-yl-[1,2,4]triazolo[3,4-a]isoquinoline | 7695-20-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 3-thiophen-2-yl-[1,2,4]triazolo[3,4-a]isoquinoline
• 英文别名: 3--s-triazolo<3.4-a>isochinolin；3-Thiophen-2-yl-[1,2,4]triazolo[3,4-a]isoquinoline
• CAS: 7695-20-7
• 化学式: C₁₄H₉N₃S
• 分子量: 251.312
• InChiKey: RYLAURXJJHXVEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-硝基碘苯 、 3-thiophen-2-yl-[1,2,4]triazolo[3,4-a]isoquinoline 在 1,10-菲罗啉 、 palladium diacetate 、 silver carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以71%的产率得到
  参考文献：
  名称：

  Palladium catalyzed C5-arylation of 2-fused triazole substituted thiophene and furan using aryl iodide through C H activation strategy

  摘要：

  Pd-catalyzed arylation of 2-fused triazole substituted thiophene and furan using aryl iodide through C-H activation is reported. It is found that the arylation occurs selectively at C-5 position of the thiophene and furan. Moreover, the nitrogens in the fused 1,2,4-thazole core were assisting neither N-directed arylation nor arylation in the triazole. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.catcom.2014.09.007
• 作为产物：
  描述：

  1-isochinolin 在 三氯化铁 作用下， 生成 3-thiophen-2-yl-[1,2,4]triazolo[3,4-a]isoquinoline
  参考文献：
  名称：

  Sidhu,G.S. et al., Journal of Heterocyclic Chemistry, 1966, vol. 3, p. 158 - 164

  摘要：

  DOI：

文献信息

• Pd-catalyzed oxidative C–H arylation of heterocycle embedded thiophene/furan with aryl boronic acid/ester
  作者：R. Srinivasan、R. Senthil Kumaran、N. S. Nagarajan

  DOI：10.1039/c4ra06055e

  日期：——

  Palladium catalyzed oxidative C–H arylation of heterocycle embedded thiophenes with aryl boronic acids is described. This method is found to display high C5-selectivity and thus enabled rapid access to 2,5-disubstituted thiophenes. Furan analogs also exhibited a similar selectivity.

  描述了杂环嵌入的噻吩与芳基硼酸的钯催化的氧化CH芳基化反应。发现该方法显示出高的C 5选择性，因此使得能够快速获得2，5-二取代的噻吩。呋喃类似物也表现出相似的选择性。
• Palladium catalyzed C5-arylation of 2-fused triazole substituted thiophene and furan using aryl iodide through C H activation strategy
  作者：R. Srinivasan、R. Senthil Kumaran、N.S. Nagarajan

  DOI：10.1016/j.catcom.2014.09.007

  日期：2015.1

  Pd-catalyzed arylation of 2-fused triazole substituted thiophene and furan using aryl iodide through C-H activation is reported. It is found that the arylation occurs selectively at C-5 position of the thiophene and furan. Moreover, the nitrogens in the fused 1,2,4-thazole core were assisting neither N-directed arylation nor arylation in the triazole. (C) 2014 Elsevier B.V. All rights reserved.
• Sidhu,G.S. et al., Journal of Heterocyclic Chemistry, 1966, vol. 3, p. 158 - 164
  作者：Sidhu,G.S. et al.

  DOI：——

  日期：——