4-benzoyl-1-(4-methoxyphenyl)-1,2,3-triazole | 126933-59-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-benzoyl-1-(4-methoxyphenyl)-1,2,3-triazole
• 英文别名: [1-(4-Methoxyphenyl)triazol-4-yl]-phenylmethanone
• CAS: 126933-59-3
• 化学式: C₁₆H₁₃N₃O₂
• 分子量: 279.298
• InChiKey: KRXMUQKXBCPTKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(β-Benzoylvinyl)-p-Anisidin 在 对甲苯磺酰叠氮 、 sodium t-butanolate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以70 mg的产率得到4-benzoyl-1-(4-methoxyphenyl)-1,2,3-triazole
  参考文献：
  名称：

  Base-Promoted Synthesis of N-Substituted 1,2,3-Triazoles via Enaminone–Azide Cycloaddition Involving Regitz Diazo Transfer

  摘要：

  The domino reactions between NH-based secondary enaminones and tosyl azide have been developed for the synthesis of various N-substituted 1,2,3-triazoles by employing t-BuONa as the base promoter. Through a key Regitz diazo-transfer process with tosyl azide, the reactions proceed efficiently at room temperature with good substrate tolerance.

  DOI：

  10.1021/acs.orglett.6b02975

文献信息

• Regitz Diazo Transfer Reaction for the Synthesis of 1,4,5-Trisubstituted 1,2,3-Triazoles and Subsequent Regiospecific Construction of 1,4-Disubstituted 1,2,3-Triazoles via C–C Bond Cleavage
  作者：Xue Cui、Xueying Zhang、Wei Wang、Xia Zhong、Yinfeng Tan、Yan Wang、Jianlan Zhang、Youbin Li、Xuesong Wang

  DOI：10.1021/acs.joc.0c02912

  日期：2021.3.5

  efficient methodology has been developed for the synthesis of 1,4,5-trisubstituted dicarbonyl 1,2,3-triazoles and 1,4-disubstituted sole-carbonyl 1,2,3-triazoles via a C–C bond cleavage process. The Regitz diazo transfer and C–C bond cleavage were the key steps of this transformation, which provided diverse carbonyl-substituted structural 1,2,3-triazoles. This reaction featured with excellent regioselectivity

  已经开发了一种直接有效的方法，可通过CC键断裂合成1,4,5-三取代的二羰基1,2,3-三唑和1,4-二取代的唯一羰基1,2,3-三唑过程。Regitz重氮转移和CC键断裂是该转化的关键步骤，它提供了各种羰基取代的结构1,2,3-三唑。该反应具有出色的区域选择性，宽泛的官能团耐受性和温和条件。
• L'abbe, Gerrit; Verbeke, Mikaela; Dehaen, Wim, Journal of the Chemical Society. Perkin transactions I, 1993, # 15, p. 1719 - 1726
  作者：L'abbe, Gerrit、Verbeke, Mikaela、Dehaen, Wim、Toppet, Suzanne

  DOI：——

  日期：——
• An efficient and high-yielding one-pot synthesis of 4-acyl-1,2,3-triazoles via triisopropylsilyl-protected ynones
  作者：Soonho Hwang、Hoon Bae、Sumin Kim、Sanghee Kim

  DOI：10.1016/j.tet.2011.12.025

  日期：2012.2

  A practical and efficient process has been developed for the synthesis of 1-substituted 4-acyl-1H-1,2,3-triazoles using a three-step one-pot synthetic approach. This transformation involves an initial preparation of triisopropylsilyl (TIPS)-protected ynones from acid chlorides and TIPS-acetylene, followed by a AgF-mediated TIPS deprotection and Cu-catalyzed Huisgen cycloaddition. The increased chemical stability of TIPS-protected ynones was an important factor in the high overall product yield. (C) 2011 Elsevier Ltd. All rights reserved.
• Benati, Luisa; Montevecchi, P. Carlo; Spagnolo, Piero, Journal of the Chemical Society. Perkin transactions I, 1991, # 1, p. 71 - 77
  作者：Benati, Luisa、Montevecchi, P. Carlo、Spagnolo, Piero

  DOI：——

  日期：——
• BENATI, LUISA;MONTEVECCHI, P. CARLO;SPAGNOLO, PIERO, J. CHEM. SOC. PERKIN TRANS. PT 1,(1989) N2, C. 2235-2243
  作者：BENATI, LUISA、MONTEVECCHI, P. CARLO、SPAGNOLO, PIERO

  DOI：——

  日期：——