Growing Impact of Intramolecular Click Chemistry in Organic Synthesis

被引:11
|
作者
Jaiswal, Manoj K. [1 ]
Tiwari, Vinod K. [1 ]
机构
[1] Banaras Hindu Univ, Inst Sci, Dept Chem, Varanasi 221005, India
关键词
Azides; Alkyne; Click Chemistry; CuAAC; RuAAC; Intramolecular Cyclization; Triazole; Regioselectivity; macrocyclization; AZIDE-ALKYNE CYCLOADDITION; DIVERSITY-ORIENTED SYNTHESIS; ONE-POT SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; AMINO-ACID; PEPTIDOMIMETIC MACROCYCLES; HUISGEN CYCLOADDITION; CYCLODEXTRIN ANALOGS; INSPIRED SYNTHESIS; FACILE SYNTHESIS;
D O I
10.1002/tcr.202300167
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Click Chemistry, a modular, rapid, and one of the most reliable tool for the regioselective 1,2,3-triazole forming [3+2] reaction of organic azide and terimal alkyne is widely explored in various emerging domains of research ranging from chemical biology to catalysis and medicinal chemistry to material science. This regioselective reaction from a diverse range of azido-alkyne scaffolds has been well performed in both intermolecular as well as intramolecular fashions. In comparison to the intermolecular metal (Cu/Ru/Ni) variant of 'Click Chemistry', the intramolecular click tool is little addressed. The intramolecular click chemistry is exemplified as a mordern tool of cyclization which involves metal-catalyzed (CuAAC/RuAAC) cyclization, organo-catalyzed cyclization, and thermal-induced topochemical reaction. Thus, we report herein the recent approaches on intramolecular azide-alkyne cycloaddition 'Click Chemistry' with their wide-spread emerging applications in the developement of a diverse range of molecules including fused-heterocycles, well-defined peptidomemics, and macrocyclic architectures of various notable features.
引用
收藏
页数:71
相关论文
共 50 条
  • [31] Styrenated urethane oil synthesis via CuAAC "click" chemistry approach
    Yazgan-Birgi, Pelin
    Alemdar, Neslihan
    Erciyes, A. Tuncer
    PROGRESS IN ORGANIC COATINGS, 2015, 84 : 107 - 114
  • [32] Convergent Synthesis of Carbazole Core PAMAM Dendrimer via Click Chemistry
    Lee, Jae Wook
    Han, Seung Choul
    Yun, Seong-Hee
    Jin, Sung-Ho
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2013, 34 (03): : 971 - 974
  • [33] Multicomponent Click Chemistry in Polymer Synthesis - New Opportunity for Polymer Chemistry
    Tao, Lei
    Zhao, Yuan
    Yang, Bin
    Wei, Yen
    Wu, Hai-bo
    ACTA POLYMERICA SINICA, 2016, (11): : 1482 - 1494
  • [34] CuAAC: An Efficient Click Chemistry Reaction on Solid Phase
    Castro, Vida
    Rodriguez, Hortensia
    Abericio, Fernando
    ACS COMBINATORIAL SCIENCE, 2016, 18 (01) : 1 - 14
  • [35] New click-chemistry methods for 1,2,3-triazoles synthesis: recent advances and applications
    Totobenazara, Jane
    Burke, Anthony J.
    TETRAHEDRON LETTERS, 2015, 56 (22) : 2853 - 2859
  • [36] "Click Chemistry" and Its Growing Applications in Biomedical Field
    Zhao Zhengda
    Yuan Weizhong
    Gu Shuying
    Ren Tianbin
    Ren Jie
    PROGRESS IN CHEMISTRY, 2010, 22 (2-3) : 417 - 426
  • [37] One-pot synthesis of bicyclic polystyrene by combination of ATRP and click chemistry
    Choi, Hyerin
    Lee, Taeheon
    Jeong, Jonghwa
    Ye, Jihwa
    Jeon, Heung Bae
    Paik, Hyun-jong
    MACROMOLECULAR RESEARCH, 2016, 24 (10) : 856 - 861
  • [38] Energy-level modulation of organic alkynes by click chemistry
    Wang, Dong
    Zhang, Wanshu
    Xing, Yan
    Gao, Hong
    Wang, Xiangke
    Zhao, Yuzhen
    Yang, Huai
    TETRAHEDRON, 2013, 69 (02) : 895 - 901
  • [39] Synthesis and Characterization of New Functionalized 1,2,3-Triazole-Based Acetaminophen Derivatives via Click Chemistry from Expired Commercial Acetaminophen Tablets
    Kouznetsov, Vladimir V.
    Lamus, Daniela Calderon
    Galvis, Carlos E. Puerto
    REACTIONS, 2023, 4 (03): : 329 - 341
  • [40] The combination of living radical polymerization and click chemistry for the synthesis of advanced macromolecular architectures
    Akeroyd, Niels
    Klumperman, Bert
    EUROPEAN POLYMER JOURNAL, 2011, 47 (06) : 1207 - 1231