Efficient synthesis of (5-oxo-6,7-dihydro-4H-[1,2,4]triazolo-[1,5-a]pyrimidin-6-yl)acetanilides based on the recyclization of N-arylitaconimides with 3-amino[1,2,4]triazoles

被引：0
作者：
Yu. A. Kovygin
D. Yu. Vandyshev
I. V. Ledenyova
E. A. Kosheleva
V. A. Polikarchuk
O. A. Kozaderov
Kh. S. Shikhaliev
机构：
[1] Voronezh State University,
来源：
Russian Chemical Bulletin | 2021年 / 70卷
关键词：
triazolopyrimidines; itaconimides; recyclization;
D O I：
暂无
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学科分类号：
摘要：
A convenient method for the synthesis of 2-(2-R-5-oxo-6,7-dihydro-4H-[1,2,4]triazolo-[1,5-a]pyrimidin-6-yl)acetanilides based on the regioselective domino reaction of N-arylitaconimides with substituted 3-aminotriazoles was proposed. Presumably, the reaction pathway includes the conjugated aza-addition of the endo-nucleophilic center of triazole to imide, followed by the recyclization of the intermediate to triazolo[1,5-a]pyrimidine.
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页码：520 / 526
页数：6
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共 318 条
  • [1] Oukoloff K(2019)undefined Eur. J. Med. Chem. 165 332-undefined
  • [2] Lucero B(2015)undefined J. Med. Chem. 58 4194-undefined
  • [3] Francisco K R(2017)undefined Bioorg. Med. Chem. 25 3922-undefined
  • [4] Branden K R(2015)undefined Bioorg. Med. Chem. 23 7711-undefined
  • [5] Ballatore C(2008)undefined J. Antibiot. 61 149-undefined
  • [6] Wang H(2002)undefined Arzneim.-Forsch./Drug Res. 52 833-undefined
  • [7] Lee M(2007)undefined J. Med. Chem. 50 3969-undefined
  • [8] Peng Z(2009)undefined Antimicrob. Agents Chemoth. 53 2544-undefined
  • [9] Blázquez B(2015)undefined Sci. Transl. Med. 7 296-undefined
  • [10] Lastochkin E(2016)undefined Nature (London) 537 229-undefined
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