'Green' synthesis of 1,4-disubstituted 5-iodo-1,2,3-triazoles under neat conditions, and an efficient approach of construction of 1,4,5-trisubstituted 1,2,3-triazoles in one pot

被引:20
|
作者
Wang, Dong
Chen, Si
Chen, Baohua [1 ]
机构
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
基金
美国国家科学基金会;
关键词
Solvent-free; 5-Iodo-1,2,3-triazoles; One-pot synthesis; 1,4,5-Trisubstituted 1,2,3-triazoles; CLICK-CHEMISTRY; CATALYZED CYCLOADDITION; CASCADE REACTIONS; ORGANIC AZIDES; ALKYNES; ARYLATION; LIGATION; SURFACES;
D O I
10.1016/j.tetlet.2014.10.128
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An environmentally friendly and efficient method for synthesis of 1,4-disubstituted 5-iodo-1,2,3-triazoles through [Cu(phen)(PPh3)(2)]NO3-catalyzed cycloaddition of organic azides and iodoalkynes under solvent-free conditions was developed. Based on this, a one-pot method for the synthesis of fully substituted 1,2,3-triazoles via cycloaddition/Suzuki reactions was also demonstrated in this report. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7026 / 7028
页数:3
相关论文
共 50 条
  • [21] Synthesis and antimicrobial evaluation of 1,4-disubstituted 1,2,3-triazoles with aromatic ester functionality
    Kaushik, C. P.
    Kumar, Krishan
    Singh, S. K.
    Singh, Dharmendra
    Saini, Sangita
    ARABIAN JOURNAL OF CHEMISTRY, 2016, 9 (06) : 865 - 871
  • [22] Synthesis of Deuterated 1,2,3-Triazoles
    Akula, Hari K.
    Lakshman, Mahesh K.
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (20): : 8896 - 8904
  • [23] An Organocatalytic Regiospecific Synthesis of 1,5-Disubstituted 4-Thio-1,2,3-triazoles and 1,5-Disubstituted 1,2,3-Triazoles
    Ramachary, Dhevalapally B.
    Krishna, Patoju M.
    Gujral, Jagjeet
    Reddy, G. Surendra
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (47) : 16775 - 16780
  • [24] SYNTHESIS OF 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES VIA CLICK REACTION IN MICRO FLOW REACTOR
    Lei, Ming
    Hu, Ruijun
    Wang, Yanguang
    Zhang, Hong
    HETEROCYCLES, 2014, 88 (02) : 1511 - 1517
  • [25] The Use of Copper Flow Reactor Technology for the Continuous Synthesis of 1,4-Disubstituted 1,2,3-Triazoles
    Bogdan, Andrew R.
    Sach, Neal W.
    ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (06) : 849 - 854
  • [26] Azide/Alkyne Resins for Quick Preparation of 1,4-Disubstituted 1,2,3-Triazoles
    Sirion, Uthaiwan
    Lee, Jae Hak
    Bae, Yu Jin
    Kim, Hee Jun
    Lee, Byoung Se
    Chi, Dae Yoon
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2010, 31 (07) : 1843 - 1847
  • [27] Organocatalytic Enamine-Azide Addition Reaction in the Synthesis of 1,4,5-Trisubstituted 1,2,3-Triazoles
    Sokolnikova, T., V
    Proidakov, A. G.
    Kizhnyaev, V. N.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 57 (03) : 376 - 382
  • [28] Triazabicyclodecene as an Organocatalyst for the Regiospecific Synthesis of 1,4,5-Trisubstituted N-Vinyl-1,2,3-triazoles
    Ramachary, Dhevalapally B.
    Gujral, Jagjeet
    Peraka, Swamy
    Reddy, G. Surendra
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (03) : 459 - 464
  • [29] Efficient synthesis of allylic azides and one-pot regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles from homoallyl alcohols
    Reddy, P. Surendra
    Ravi, V.
    Sreedhar, B.
    TETRAHEDRON LETTERS, 2010, 51 (31) : 4037 - 4041
  • [30] Synthesis, antimalarial and antioxidant activity of coumarin appended 1,4-disubstituted 1,2,3-triazoles
    C. P. Kaushik
    Manisha Chahal
    Monatshefte für Chemie - Chemical Monthly, 2021, 152 : 1001 - 1012