(2-(2,4-dinitrophenyl)-5-phenyl-2H-1,2,3-triazol-4-yl)(phenyl)methanone | 1083310-89-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-(2,4-dinitrophenyl)-5-phenyl-2H-1,2,3-triazol-4-yl)(phenyl)methanone
• 英文别名: [2-(2,4-Dinitrophenyl)-5-phenyltriazol-4-yl]-phenylmethanone；[2-(2,4-dinitrophenyl)-5-phenyltriazol-4-yl]-phenylmethanone
• CAS: 1083310-89-7
• 化学式: C₂₁H₁₃N₅O₅
• 分子量: 415.365
• InChiKey: PKHOFCIEFYJNGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  139
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-氯-2,4-二硝基苯 、 反式-查耳酮 在 sodium azide 、 C₉₂H₇₆Cu₂N₆O₂P₄⁽²⁺⁾*2NO₃^(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以84%的产率得到(2-(2,4-dinitrophenyl)-5-phenyl-2H-1,2,3-triazol-4-yl)(phenyl)methanone
  参考文献：
  名称：

  一种双核Cu（i）配合物，可直接用于从查耳酮中合成N -2-芳基取代的1,2,3-三唑†

  摘要：

  合成并表征了含有N '，N'-双{（1 H-吲哚-3-基）亚甲基}草酰肼（H 2 bioh）配体的双核Cu（I）配合物。合成的化合物的分子结构已经通过单晶X射线衍射确定。分子间和分子内π-π堆积和CH-H⋯π相互作用稳定了晶体结构。铜（我复合物已成功用作涉及叠氮化物-查耳酮点击反应的一锅操作的有效催化剂，并开发了随后的芳基化反应。该配合物表现出优异的催化活性，而催化剂的负载量却大大降低。整个过程对空气和湿气不敏感，可以在环境温度下轻松操作。

  DOI：

  10.1039/c5ra27907k

文献信息

• Metal- and Base-Free Three-Component Reaction of Ynones, Sodium Azide, and Alkyl Halides: Highly Regioselective Synthesis of 2,4,5-Trisubstituted 1,2,3-NH-Triazoles
  作者：Baohua Chen、Jihui Li、Yuanqing Zhang、Dong Wang、Wen Wang、Tingting Gao、Lu Wang、Jiting Li、Guosheng Huang

  DOI：10.1055/s-0030-1258086

  日期：2010.7

  A base- and metal-free three-component reaction of ynones, sodium azide, and alkyl halides is developed for the ­regioselective synthesis of 2,4,5-trisubstituted-1,2,3-triazoles. The method is general, convenient, environmentally benign, atom-­economical, and high-yielding.

  开发了一种无基底和金属的三组分反应，将炔酮、叠氮化钠和烷基卤化物用于2,4,5-三取代-1,2,3-三唑的区域选择性合成。该方法具有通用性、便利性、环保性、原子经济性和高产率。
• One-pot synthesis of 2,4,5-trisubstituted 1,2,3-triazoles through the cascade reactions of acid chlorides, terminal acetylenes, sodium azide and aryl halides
  作者：Xiang Liu、Jihui Li、Baohua Chen

  DOI：10.1039/c3nj40912k

  日期：——

  An efficient one-pot reaction of acid chlorides, terminal acetylenes, sodium azide and aryl halides is developed for the regioselective synthesis of 2,4,5-trisubstituted 1,2,3-triazoles. The method is general, convenient, eco-friendly, atom-economical, and could provide excellent yields and regioselectivities.

  酰基氯，末端乙炔的有效一锅反应， 叠氮化钠开发了芳基卤化物用于区域选择性合成2,4,5-三取代的1,2,3-三唑。该方法是通用的，方便的，环境友好的，原子经济的，并且可以提供优异的产率和区域选择性。
• Method of regio-selective synthesis of tri-substituted-1, 2, 3-triazoles
  申请人：Shi Xiaodong

  公开号：US20100069644A1

  公开（公告）日：2010-03-18

  The embodiments provide for region-selective synthesis of tri-substituted 1,2,3-traizoles. A first embodiment provides for the selective N-2 alkylation of a 4,5-disubstituted 1,2,3-triazole. A second embodiment provides for the selective acetylation of a 4,5-disubstituted 1,2,3-triazole. A third embodiment provides for the selective arylation of a 4,5-disubstituted 1,2,3-triazole.

  该实施例提供了对三取代1,2,3-三唑的区域选择性合成。第一实施例提供了对4,5-二取代1,2,3-三唑的选择性N-2烷基化。第二实施例提供了对4,5-二取代1,2,3-三唑的选择性乙酰化。第三实施例提供了对4,5-二取代1,2,3-三唑的选择性芳基化。
• Efficient Synthesis of <i>N</i>-2-Aryl-1,2,3-Triazole Fluorophores via Post-Triazole Arylation
  作者：Yuxiu Liu、Wuming Yan、Yunfeng Chen、Jeffrey L. Petersen、Xiaodong Shi

  DOI：10.1021/ol802246q

  日期：2008.12.4

  Efficient post-triazole regloselective N-2 arylation was developed from C-4, C-5 disubstituted-1,2,3-NH-triazoles. Three different approaches had been investigated, including SNAr, Cu(I) catalyzed aryl amidation and Cu(II) mediated boronic acid coupling. The N-2-aryl triazoles were successfully synthesized with excellent yields. The structures were characterized by X-ray crystallography and some N-2-triazole products gave strong fluorescence with various emission controlled by the C-5 groups.
• A binuclear Cu(<scp>i</scp>) complex as a novel catalyst towards the direct synthesis of N-2-aryl-substituted-1,2,3-triazoles from chalcones
  作者：Divya Pratap Singh、Bharat Kumar Allam、Rahul Singh、Krishna Nand Singh、Vinod Prasad Singh

  DOI：10.1039/c5ra27907k

  日期：——

  A binuclear Cu(I) complex containing a N′,N′-bis(1H-indol-3-yl)methylene}oxalohydrazide (H2bioh) ligand has been synthesized and characterized. The molecular structures of the synthesized compounds have been determined by single crystal X-ray diffraction. The crystal structures are stabilized by inter- and intra-molecular π–π stacking and C–H⋯π interactions. The Cu(I)-complex has successfully been

  合成并表征了含有N '，N'-双（1 H-吲哚-3-基）亚甲基}草酰肼（H 2 bioh）配体的双核Cu（I）配合物。合成的化合物的分子结构已经通过单晶X射线衍射确定。分子间和分子内π-π堆积和CH-H⋯π相互作用稳定了晶体结构。铜（我复合物已成功用作涉及叠氮化物-查耳酮点击反应的一锅操作的有效催化剂，并开发了随后的芳基化反应。该配合物表现出优异的催化活性，而催化剂的负载量却大大降低。整个过程对空气和湿气不敏感，可以在环境温度下轻松操作。