On Water Synthesis of 3-Aryl-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidines using Iodobenzene Diacetate

被引：2
作者：
Soni, Rinku [1 ]
Aneja, Deepak Kumar [1 ]
Sihag, Monika [1 ]
Rani, Neha [1 ]
Kinger, Mayank [1 ]
机构：
[1] Chaudhary Bansi Lal Univ, Dept Chem, Bhiwani 127021, Haryana, India
来源：
LETTERS IN ORGANIC CHEMISTRY | 2023年 / 20卷 / 05期
关键词：
Hydrazone; hypervalent iodine reagents; heterocycles; oxidative cyclization; triazolopyrimidine; water; organic solvents; HETEROCYCLIC-COMPOUNDS; OXIDATIVE CYCLIZATION; ALS INHIBITORS; SULFONYLUREAS; NUCLEOSIDES; HYDRAZONES; DESIGN; ACID;
D O I：
10.2174/1570178620666221025160300
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple and green methodology has been developed for the synthesis of 3-aryl-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidines in water. Oxidative cyclization of 4,6-dimethyl-2-pyrimidinylhydrazones of different aldehydes was achieved in good to excellent yield using iodobenzene diacetate at room temperature. High efficiency, easy work-up, short reaction time, non-toxicity of solvent and ambient temperature are the advantages of this methodology.
引用
收藏
页码：401 / 406
页数：6
相关论文
共 50 条
  • [1] On Water Synthesis of 3-Aryl-1,2,4-Triazolo[4,3-a]Pyridines Using Iodobenzene Diacetate (IBD)
    Soni, Rinku
    Aneja, Deepak Kumar
    Sihag, Monika
    Rani, Neha
    Kinger, Mayank
    LETTERS IN ORGANIC CHEMISTRY, 2023, 20 (07) : 608 - 611
  • [2] Organoiodine (III)-mediated synthesis of 3-aryl/heteroaryl-5,7-dimethyl-1,2,4-triazolo[4,3-c]pyrimidines as antibacterial agents
    Kumar, Ravi
    Nair, Reshmi R.
    Dhiman, Saurabh Sudha
    Sharma, Jitender
    Prakash, Om
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (05) : 2260 - 2264
  • [3] AN ENVIRONMENTALLY BENIGN AND SOLVENT-FREE SYNTHESIS OF 3-ARYL[1,2,4]TRIAZOLO[4,3-a]PYRIDINES AND 1-ARYL-5-METHYL[1,2,4]TRIAZOLO[4,3-a]QUINOLINES USING PHENYLIODINE BIS(TRIFLUOROACETATE) OR IODOBENZENE DIACETATE
    Kumar, P.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2012, 47 (10) : 1237 - 1243
  • [4] An environmentally benign and solvent-free synthesis of 3-aryl[1,2,4]triazolo[4,3-a]pyridines and 1-aryl-5-methyl[1,2,4]triazolo[4,3-a]quinolines using phenyliodine bis(trifluoroacetate) or iodobenzene diacetate
    P. Kumar
    Chemistry of Heterocyclic Compounds, 2012, 47 : 1237 - 1243
  • [5] Synthesis, docking study, and DNA photocleavage activity of some pyrimidinyl hydrazones and 3-(quinolin-3-yl)-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidine derivatives
    Sharma, Ajay
    Kumar, Vinod
    Khare, Rajshree
    Gupta, Girish Kumar
    Beniwal, Vikas
    MEDICINAL CHEMISTRY RESEARCH, 2015, 24 (05) : 1830 - 1841
  • [6] Approaches to the Synthesis of 1,2,4-Triazolo[4,3-a]pyrimidines (Mini-Review)
    Skrylkova, A. S.
    Egorov, D. M.
    Egorova, A. V.
    Manshina, A. A.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2025, 95 (01) : 44 - 72
  • [7] Synthesis, docking study, and DNA photocleavage activity of some pyrimidinyl hydrazones and 3-(quinolin-3-yl)-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidine derivatives
    Ajay Sharma
    Vinod Kumar
    Rajshree Khare
    Girish Kumar Gupta
    Vikas Beniwal
    Medicinal Chemistry Research, 2015, 24 : 1830 - 1841
  • [8] Synthesis and Selective Functionalization of [1,2,4]Triazolo[4,3-a]pyrazines
    Demmer, Charles S.
    Jorgensen, Morten
    Kehler, Jan
    Bunch, Lennart
    Rasmussen, Lars K.
    SYNLETT, 2015, 26 (04) : 519 - 524
  • [9] Structural Elucidation and Antimicrobial Evaluation of Novel [1,2,4]Triazolo[4,3-a]pyrimidines and Pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidinones
    Gomha, Sobhi M.
    Mohamed, Amany M. G.
    Zaki, Yasser H.
    Ewies, Mohamed M.
    Elroby, Shaaban A.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (05) : 1147 - 1156
  • [10] Synthesis of 1,2,4-Triazolo[4,3-a]pyridines and Related Heterocycles by Sequential Condensation and Iodine-Mediated Oxidative Cyclization
    Li, Ertong
    Hu, Zhiyuan
    Song, Lina
    Yu, Wenquan
    Chang, Junbiao
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (31) : 11022 - 11027
12345