(2,5-diphenyl-2H-1,2,3-triazol-4-yl)(phenyl)methanone | 95310-23-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2,5-diphenyl-2H-1,2,3-triazol-4-yl)(phenyl)methanone
• 英文别名: (2,5-Diphenyltriazol-4-yl)-phenylmethanone
• CAS: 95310-23-9
• 化学式: C₂₁H₁₅N₃O
• 分子量: 325.37
• InChiKey: WKVSCWZXWYDTLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 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：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,5-diphenyl-4-(phenylazo)isoxazole 反应 0.5h， 以20%的产率得到(2,5-diphenyl-2H-1,2,3-triazol-4-yl)(phenyl)methanone
  参考文献：
  名称：

  Malyuta, N. G.; Khisamutdinov, G. Kh.; Demina, L.A., Journal of Organic Chemistry USSR (English Translation), 1984, p. 1844 - 1850

  摘要：

  DOI：

文献信息

• Cu-Mediated Expeditious Annulation of Alkyl 3-Aminoacrylates with Aryldiazonium Salts: Access to Alkyl <i>N</i>²-Aryl 1,2,3-Triazole-carboxylates for Druglike Molecular Synthesis
  作者：Hao-Nan Liu、Hao-Qiang Cao、Chi Wai Cheung、Jun-An Ma

  DOI：10.1021/acs.orglett.0c00006

  日期：2020.2.21

  Alkyl N-aryl 1,2,3-triazole-carboxylates are important molecules or intermediates in medicinal chemistry, but the synthesis of N2-aryl counterparts remains elusive. Herein, we describe a Cu-mediated annulation reaction of alkyl 3-aminoacrylates with aryldiazonium salts, both of which are readily available substrates. Furthermore, alkyl 2-aminoacrylates are also viable substrates. Diverse alkyl N2-aryl

  N-芳基1,2,3-三唑-羧酸烷基酯是药物化学中的重要分子或中间体，但N2-芳基对应物的合成仍然难以捉摸。在本文中，我们描述了3-氨基丙烯酸烷基酯与芳基重氮盐的Cu介导的环化反应，这两种都是容易获得的底物。此外，2-氨基丙烯酸烷基酯也是可行的底物。N 2-芳基1,2,3-三唑-羧酸烷基酯及其类似物可以在温和的条件下快速制备。特别地，该方案允许人们访问碳酸酐酶抑制剂和塞来昔布的几种药物样变体。
• Rational design and synthesis of yellow-light emitting triazole fluorophores with AIE and mechanochromic properties
  作者：Qi Lai、Qing Liu、Kai Zhao、Chuan Shan、Lukasz Wojtas、Qingchuan Zheng、Xiaodong Shi、Zhiguang Song

  DOI：10.1039/c9cc00262f

  日期：——

  that N-2-aryl triazoles (NATs) exhibited good fluorescence activity in the UV/blue light range. In an effort to achieve biocompetitive NAT fluorophores with green/yellow emission, a new class of 4-keto-2-(4′-N,N-diphenyl)-phenyl triazoles were designed and synthesized. Herein, we present our study on these novel fluorophores which demonstrated excellent luminescence emission both in solution (Φ up to

  此前，我们报道了N -2-芳基三唑（NAT）在紫外/蓝光范围内表现出良好的荧光活性。为了实现具有绿色/黄色发射的生物竞争性 NAT 荧光团，设计并合成了一类新型 4-keto-2-(4'- N , N -dipheny)-苯基三唑。在此，我们介绍了对这些新型荧光团的研究，这些荧光团在溶液中（Φ高达 96%）和固态（Φ高达 43%）都表现出出色的发光发射。此外，这些新化合物表现出聚集诱导发射（AIE）特性和可逆力致变色发光特性，这表明它们在化学和材料科学中的潜在应用。
• 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.
• Bojilova, A.; Rodios, N. A.; Tsoleridis, C. A., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 3, p. 735 - 738
  作者：Bojilova, A.、Rodios, N. A.、Tsoleridis, C. A.、Alexandrou, N. E.

  DOI：——

  日期：——
• Corana, Federica; Coda, Andreina Corsico; Desimoni, Giovanni, Gazzetta Chimica Italiana, 1989, vol. 119, # 3, p. 167 - 170
  作者：Corana, Federica、Coda, Andreina Corsico、Desimoni, Giovanni、Righetti, Pierpaolo、Tacconi, Gianfranco

  DOI：——

  日期：——