4-(4-nitrophenyl)-1-phenyl-1H-1,2,3-triazole | 68809-43-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-nitrophenyl)-1-phenyl-1H-1,2,3-triazole
• 英文别名: 4-(4-Nitrophenyl)-1-phenyltriazole
• CAS: 68809-43-8
• 化学式: C₁₄H₁₀N₄O₂
• 分子量: 266.259
• InChiKey: BJOJWDJJNGBWFU-UHFFFAOYSA-N

物化性质

• 沸点：
  487.6±37.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 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：
  76.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氯-4'-硝基苯乙酮 在 氧气 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 4-(4-nitrophenyl)-1-phenyl-1H-1,2,3-triazole
  参考文献：
  名称：

  Aerobic Oxidative Cycloaddition of α-Chlorotosylhydrazones with Arylamines: General Chemoselective Construction of 1,4-Disubstituted and 1,5-Disubstituted 1,2,3-Triazoles under Metal-Free and Azide-Free Conditions

  摘要：

  A novel synthetic approach toward 1,4-disubstituted 1,2,3-triazoles and 1,5-disubstituted 1,2,3-triazoles by aerobic oxidative cycloaddition of alpha-chlorotosylhydrazone with primary aryl amine has been developed. Significantly, the reaction proceeds smoothly to afford 1,4-disubstituted 1,2,3-triazoles and 1,5-disubstituted 1,2,3-triazoles under catalyst-free, metal-free, azide-free, and peroxide-free conditions.

  DOI：

  10.1021/acs.orglett.5b01000

文献信息

• General Cycloaddition Between a Trimethylsilyl-Capped Alkyne and an Azide Catalyzed by an N-Heterocyclic Carbene-Copper Complex and Pyridine-Biscarboxamide
  作者：Haochen Xu、Zhihua Sun

  DOI：10.1002/adsc.201501171

  日期：2016.6.2

  With an externally provided catalytic amide facilitator and an N‐heterocyclic carbene‐copper (NHC‐Cu) complex, the cycloaddition of an azide and a trimethylsilyl (TMS)‐capped alkyne can proceed smoothly. This protocol can be applied to a variety of TMS‐capped substrates, with electron‐rich alkynes generally giving higher yields and nitroaromatic alkynes giving lower yields. For special applications

  使用外部提供的催化酰胺促进剂和N-杂环卡宾-铜（NHC-Cu）络合物，叠氮化物和三甲基甲硅烷基（TMS）封盖的炔烃的环加成反应可以顺利进行。该协议可应用于多种TMS封端的底物，富电子炔烃通常可提供较高的收率，硝基芳烃炔烃可提供较低的收率。对于该协议的特殊应用，既包含末端炔烃又包含TMS封端的炔烃的底物可以依次与不同的叠氮化物反应，而无需分离中间体。并且还可以有效地形成大环产物而无需复杂的聚合物形成。
• Facile Synthesis of Triazoles using Electrospray‐Deposited Copper Nanomaterials to Catalyze Azide‐Alkyne Cycloaddition (AAC) Click Reactions
  作者：Jyotirmoy Ghosh、R. Graham Cooks

  DOI：10.1002/cplu.202200252

  日期：2022.10

  directly onto the liquid surface of the reaction solution, drives the synthesis of triazoles by the azide-alkyne cycloaddition (AAC) click reaction an order of magnitude faster than does the conventional catalyst.Facile Synthesis of Triazoles using Electrospray-Deposited Copper Nanomaterials to Catalyze Azide-Alkyne Cycloaddition (AAC) Click Reactions (J. Ghosh and R. G. Cooks) @AstonlabsPurdue

  通过将含有铜盐的微滴直接电喷雾沉积到反应溶液的液体表面上形成的非均相Cu纳米催化剂薄膜，通过叠氮化物 - 炔烃环加成（AAC）点击反应驱动三唑的合成比反应快一个数量级常规催化剂。使用电喷雾沉积铜纳米材料催化叠氮化物-炔烃环加成 (AAC) 点击反应 (J. Ghosh 和 RG Cooks) @AstonlabsPurdue 轻松合成三唑
• Reaction of Aryl Bromomethyl Ketone Phenylsulfonylhydrazones with Benzylideneaniline
  作者：Suketaka Ito、Akikazu Kakehi、Kyoko Okada、Saori Goto、Hiroshige Kawaguchi

  DOI：10.3987/com-96-7683

  日期：——

  6-Aryl-3,4-diphenyl-2-phenylsulfonyl-2,3,4,5-tetrahydro-1,2,4-triazines and 4-aryl-1-phenyl-1,2,3-triazoles were obtained in moderate yields by the reaction of aryl bromomethyl ketone phenylsulfonylhydrazones with benzylideneaniline.