Synthesis of 2-alkyl triazoles with solvothermal conditions

被引:2
|
作者
Ma, Youcai [1 ]
Zhang, Xiaohui [1 ]
Yang, Yawen [1 ]
Hu, Liangzhen [1 ]
Xiong, Yan [1 ,2 ,3 ,4 ]
机构
[1] Chongqing Univ, Sch Chem & Chem Engn, Chongqing Key Lab Theoret & Computat Chem, Chongqing 401331, Peoples R China
[2] Nankai Univ, State Key Lab Elemento Organ Chem, Tianjin 300071, Peoples R China
[3] Xinjiang Inst Engn, Collaborat Innovat Ctr High Value Transformat Coal, Sch Chem & Environm Engn, Urumqi 830091, Xinjiang, Peoples R China
[4] Chongqing Univ, Sch Chem & Chem Engn, Chongqing Key Lab Theoret & Computat Chem, Chongqing 401331, Peoples R China
关键词
2-Alkyl triazoles; Metal-free; Nucleophilic substitution; Potassium carbonate; 3-Triazoles; N-ALKYLATION; BENZOTRIAZOLE; 1,2,3-TRIAZOLES; EFFICIENT; AMINATION; ANALOGS; AZIDES;
D O I
10.1016/j.tet.2022.132765
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general protocol for the straightforward access to 2-alkyl triazoles with alkyl halides as the readily available alkylation reagents, by using a well-organized nucleophilic substitution strategy under metal free and solvothermal conditions has been developed. Various alkyl substitutions on 2-site of triazoles occurred and were mainly examined in the text. Particularly, the reactions between linear bisbromo alkanes and 1,2,3-triazoles were executed to yield bromoalkyl triazoles and bistriazoles, and realkylations of bromoalkyl triazoles were achieved through addition of triazoles. This procedure is convenient and generally affords the 2-alkylated products, which are slightly scarce under present synthetic methodologies. (c) 2022 Elsevier Ltd. All rights reserved.
引用
收藏
页数:8
相关论文
共 50 条
  • [1] Microwave assisted one pot synthesis of 2-alkyl amino benzimidazoles, 2-alkyl amino benzoxazoles and 2-alkyl amino benzthiazoles by using various carbodiimides
    Rapolu, Thirupathi
    Naveen, Polkam
    Kumar, K. V. P. Pavan
    Leleti, Krishnakanth Reddy
    Korapolu, Raghubabu
    RESULTS IN CHEMISTRY, 2022, 4
  • [2] Synthesis of novel 2-alkyl and 2-aryl 4-phosphorylated oxazolines from dimethyl (±)-phosphoserinate
    Perez-Pina, Victor Manuel
    Arguello-Velasco, Ruben Oswaldo
    Ordonez, Mario
    Romero-Estudillo, Ivan
    TETRAHEDRON, 2025, 176
  • [3] Nano-Ni(II)/Y Zeolite Catalyzed Synthesis of 2-Aryl- and 2-Alkyl Benzimidazoles Under Solvent-Free Conditions
    Mobinikhaledi, A.
    Zendehdel, M.
    Goudarzi, F.
    Bardajee, G. Rezanejade
    SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2016, 46 (10) : 1526 - 1531
  • [4] Synthesis of MAPA Reagents and 2-Alkyl(aryl)aminopyridines from 2-Bromopyridine Using the Goldberg Reaction
    Comins, Daniel L.
    MOLECULES, 2022, 27 (06):
  • [5] General and Scalable Synthesis of 2-Aryl and 2-Alkyl Pyrimidines via an Electronically Tuned SNAr Approach
    Navuluri, Chandrasekhar
    Su, Hsin Y.
    Sullivan, Ryan J.
    Lee, Taegyo
    Jones, Brian P.
    Gorin, Boris
    McWilliams, J. Christopher
    Nelson, Jade D.
    Alberico, Dino
    Desrosiers, Jean-Nicolas
    ORGANIC LETTERS, 2024, 26 (22) : 4626 - 4630
  • [6] Synthesis of 1-adamantyl-4-alkyl-1 H-1,2,3-triazoles under thermal and microwave conditions
    Aminov, Rishat I.
    MENDELEEV COMMUNICATIONS, 2024, 34 (03) : 406 - 408
  • [7] Bronsted acid-surfactant-combined ionic liquid catalyzed green synthesis of 2-alkyl and 2-arylbenzothiazoles in water: Reusable catalyst and metal-free conditions
    Senapak, Warapong
    Saeeng, Rungnapha
    Jaratjaroonphong, Jaray
    Sirion, Uthaiwan
    MOLECULAR CATALYSIS, 2018, 458 : 97 - 105
  • [8] Synthesis of 2-alkyl(aralkyl)sulfanyl-6-methylpyrimidin-4(3H)-ones and 4-alkyl(aralkyl)oxy-2-alkyl(aralkyl)sulfanyl-6-methylpyrimidines
    A. I. Rakhimov
    E. S. Titova
    Russian Journal of Organic Chemistry, 2007, 43 : 96 - 102
  • [9] SYNTHESIS OF SOME 1,2,3-TRIAZOLES DERIVATIVES
    Bouasla, Souad
    Fatmi, Chames Eddyn
    Teguiche, Mabrouk
    REVUE ROUMAINE DE CHIMIE, 2012, 57 (12) : 1037 - 1040
  • [10] Progress in the Synthesis of Fused 1,2,3-Triazoles
    Kumar, Hariom
    Dhameja, Manoj
    Rizvi, Marziya
    Gupta, Preeti
    CHEMISTRYSELECT, 2021, 6 (20): : 4889 - 4947