Efficient synthesis of N-arylsulfonyl-1,2,3-triazoles from 1,1-dibromo-2-arylethylenes

被引：4
|
作者：
Xu, Wenjing [1 ]
Zhang, Wensheng [1 ]
Zhang, Fei [2 ]
机构：
[1] Jiaozuo Teachers Coll, Sch Sci, Jiaozuo 454100, Peoples R China
[2] Jiaozuo Vocat Tech Sch, Jiaozuo 454100, Peoples R China
来源：
HETEROCYCLIC COMMUNICATIONS | 2016年 / 22卷 / 03期
关键词：
1,2-dibromoethylene; Cs2CO3; CuI; gem-dibromoethylene; N-arylsulfonyl-1,2,3-triazole; synthesis; TsN3; ONE-POT; STEREOSELECTIVE-SYNTHESIS; CONTROLLING SELECTIVITY; TERMINAL ALKYNES; SULFONYL AZIDES; SUZUKI-MIYAURA; CYCLOADDITION; 1,1-DIBROMOALKENES; 1,2,3-TRIAZOLES; CONVERSION;
D O I：
10.1515/hc-2016-0051
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
N-arylsulfonyl-1,2,3-triazoles were synthesized from 1,1-dibromo-2-arylethylenes via a one-pot reaction involving the Cs2CO3-mediated dehydrobromination process of the dibromoalkenes to produce alkynes followed by the Cu(I)-catalyzed Huisgen cycloaddition of the alkyne intermediates with tosyl azide.
引用
收藏
页码：165 / 167
页数：3
相关论文
共 50 条
  • [1] Efficient, mild synthesis of N-unsubstituted 1,2,3-triazoles from methanolysis of 1-sulfonyl-1,2,3-triazoles
    Rodriguez-Florencio, Janeth
    Martinez-Otero, Diego
    Garcia-Eleno, Marco A.
    Cuevas-Yanez, Erick
    SYNTHETIC COMMUNICATIONS, 2018, 48 (17) : 2189 - 2197
  • [2] Efficient synthesis of deuterated 1,2,3-triazoles
    Gonda, Zsombor
    Loerincz, Krisztian
    Novak, Zoltan
    TETRAHEDRON LETTERS, 2010, 51 (48) : 6275 - 6277
  • [3] Synthesis of 1,2,3-triazoles
    Dolly
    Batanero, B
    Barba, F
    HETEROCYCLES, 2004, 63 (05) : 1175 - 1180
  • [4] SYNTHESIS OF 1,2,3-TRIAZOLES
    ANANTHANARAYANAN, C
    RAMAKRISHNAN, VT
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1989, 28 (03): : 228 - 230
  • [5] Efficient TMG catalyzed synthesis of 1,2,3-triazoles
    Ahmadi, Fereshteh
    Tisseh, Zeinab Noroozi
    Dabiri, Minoo
    Bazgir, Ayoob
    COMPTES RENDUS CHIMIE, 2013, 16 (12) : 1086 - 1090
  • [6] Efficient Synthesis of 1-Sulfonyl-1,2,3-triazoles
    Raushel, Jessica
    Fokin, Valery V.
    ORGANIC LETTERS, 2010, 12 (21) : 4952 - 4955
  • [7] Synthesis of N2-Substituted 1,2,3-Triazoles
    Kunz, Kevin A.
    Springer, Bastian L.
    Klahn, Philipp
    Aldemir, Huelya
    Mohr, Fabian
    Kirsch, Stefan F.
    ORGANIC LETTERS, 2024, 26 (41) : 8816 - 8820
  • [8] Efficient synthesis of 2-substituted-1,2,3-triazoles
    Kalisiak, Jaroslaw
    Sharpless, K. Barry
    Fokin, Vallery V.
    ORGANIC LETTERS, 2008, 10 (15) : 3171 - 3174
  • [9] Synthesis of Deuterated 1,2,3-Triazoles
    Akula, Hari K.
    Lakshman, Mahesh K.
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (20): : 8896 - 8904
  • [10] Bromo-Directed N-2 Alkylation of NH-1,2,3-Triazoles: Efficient Synthesis of Poly-Substituted 1,2,3-Triazoles
    Wang, Xiao-jun
    Sidhu, Kanwar
    Zhang, Li
    Campbell, Scot
    Haddad, Nizar
    Reeves, Diana C.
    Krishnamurthy, Dhileepkumar
    Senanayake, Chris H.
    ORGANIC LETTERS, 2009, 11 (23) : 5490 - 5493
12345