Electrochemical cycloaddition of hydrazones with cyanamide for the synthesis of substituted 5-amine-1,2,4-triazoles

被引:8
|
作者
Yang, Minghua [1 ]
Jiang, Rui [2 ]
Mu, Yangxiu [2 ]
Hong, Yu [2 ]
Wan, Yaya [2 ]
Hou, Jing [2 ]
Tang, Dong [1 ,2 ]
机构
[1] Quzhou Coll Technol, Dept Chem & Mat Engn, 18 Jiangyuan Rd, Quzhou 324002, Zhejiang, Peoples R China
[2] Ningxia Acad Agr & Forestry Sci, Inst Agr Resources & Environm, Yinchuan, Peoples R China
关键词
T-BUOI; ACCESS; ANNULATION;
D O I
10.1039/d2cc06277a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An eco-friendly and efficient electrochemical method for the synthesis of 5-amine-1,2,4-triazole derivatives has been developed by employing hydrazones or in situ generation of hydrazones with cyanamide using KI as the catalyst and electrolyte. This strategy could be smoothly conducted with simple reaction conditions at room temperature without the addition of a chemical oxidant in an undivided cell, and cyanamide has been proven to be of great value in electrosynthesis.
引用
收藏
页码:2303 / 2306
页数:4
相关论文
共 50 条
  • [1] Synthesis of substituted 1,2,4-triazoles from reaction of nitrilimines with substituted hydrazones
    Awadallah, AM
    Ferwanah, ARS
    El-Haddad, MR
    Schrader, W
    ASIAN JOURNAL OF CHEMISTRY, 2004, 16 (3-4) : 1691 - 1698
  • [2] SYNTHESIS OF SUBSTITUTED 5-AMINO-1,2,4-TRIAZOLES
    EVERS, R
    FISCHER, E
    JOURNAL FUR PRAKTISCHE CHEMIE, 1985, 327 (04): : 609 - 615
  • [3] Synthesis of multi-substituted 1,2,4-triazoles utilising the ambiphilic reactivity of hydrazones
    Matsuzaki, Haruo
    Takeda, Norihiko
    Yasui, Motohiro
    Okazaki, Mayuko
    Suzuki, Seishin
    Ueda, Masafumi
    CHEMICAL COMMUNICATIONS, 2021, 57 (91) : 12187 - 12190
  • [4] Electrochemical Cyclization of Hydrazones and Amidines To Access Trisubstituted 1,2,4-Triazoles
    Jiang, Rui
    Mu, Yangxiu
    Hou, Jing
    Wan, Yaya
    Hong, Yu
    Yang, Zhixiang
    Tang, Dong
    SYNLETT, 2023, 34 (15) : 1804 - 1808
  • [5] SYNTHESIS AND CHARACTERIZATION OF SOME 5-SUBSTITUTED-3-MERCAPTO-1,2,4-TRIAZOLES
    SARAMET, I
    BANCIU, MD
    DRAGHICI, C
    REVUE ROUMAINE DE CHIMIE, 1991, 36 (1-3) : 135 - 143
  • [6] Synthesis and antidepressant activity of di substituted-5-aryl-1,2,4-triazoles
    C. Radhika
    A. Venkatesham
    Manda Sarangapani
    Medicinal Chemistry Research, 2012, 21 : 3509 - 3513
  • [7] Synthesis and antidepressant activity of di substituted-5-aryl-1,2,4-triazoles
    Radhika, C.
    Venkatesham, A.
    Sarangapani, Manda
    MEDICINAL CHEMISTRY RESEARCH, 2012, 21 (11) : 3509 - 3513
  • [8] SYNTHESIS OF 5-MERCAPTOALKYLAMINO-1,2,4-TRIAZOLES AND 5-ANILINOALKYLTHIOPYRAZOLYL-1,2,4-TRIAZOLES BY RING-CHAIN TRANSFORMATION
    HUANG, ZN
    LI, ZM
    HETEROCYCLES, 1995, 41 (08) : 1653 - 1658
  • [9] SYNTHESES OF SUBSTITUTED-1,2,4-TRIAZOLES
    SHAFIEE, A
    NAGHASHIAN, F
    REGHABI, N
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1992, 29 (07) : 1863 - 1865
  • [10] Synthesis of Schiff bases, oximes and hydrazones of 1,2,4-oxadiazole and 1,2,4-triazoles
    Awadallah, Adel M.
    ASIAN JOURNAL OF CHEMISTRY, 2006, 18 (03) : 2151 - 2158