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
  • [1] Growing Impact of Bioorthogonal Click Chemistry in Cell Surface Glycan Labeling
    Agrahari, Anand K.
    Rajkhowa, Sanchayita
    Singh, Sumit K.
    Jaiswal, Manoj K.
    Tiwari, Vinod K.
    CURRENT ORGANIC CHEMISTRY, 2025, 29 (06) : 495 - 517
  • [2] Synthesis of Dendrimer with PEG Core by Click Chemistry
    Han, Seung Choul
    Jin, Sung-Ho
    Lee, Jae Wook
    POLYMER-KOREA, 2012, 36 (03) : 295 - 301
  • [3] Polysaccharides: The "Click" Chemistry Impact
    Elchinger, Pierre-Henri
    Faugeras, Pierre-Antoine
    Boens, Benjamin
    Brouillette, Francois
    Montplaisir, Daniel
    Zerrouki, Rachida
    Lucas, Romain
    POLYMERS, 2011, 3 (04): : 1607 - 1651
  • [4] The Growing Impact of Bioorthogonal Click Chemistry on the Development of Radiopharmaceuticals
    Zeng, Dexing
    Zeglis, Brian M.
    Lewis, Jason S.
    Anderson, Carolyn J.
    JOURNAL OF NUCLEAR MEDICINE, 2013, 54 (06) : 829 - 832
  • [5] Synthesis of Poly(benzyl ether) Dendrimers by Click Chemistry
    Lee, Jae Wook
    Lee, Un Yup
    Han, Seung Choul
    Kim, Ji Hyeon
    Jin, Sung-Ho
    POLYMER-KOREA, 2009, 33 (01) : 67 - 71
  • [6] Click Chemistry in Materials Synthesis: The Beginning
    Diaz Diaz, David
    MACROMOLECULAR SYMPOSIA, 2015, 358 (01) : 10 - 20
  • [7] The impact of click chemistry in medicinal chemistry
    Hou, Jingli
    Liu, Xifang
    Shen, Jie
    Zhao, Guilong
    Wang, Peng George
    EXPERT OPINION ON DRUG DISCOVERY, 2012, 7 (06) : 489 - 501
  • [8] Intramolecular Click Cycloaddition Reactions: Synthesis of 1,2,3-Triazoles
    Tashrifi, Zahra
    Khanaposhtani, Mohammad Mohammadi
    Bahadorikhalili, Saeed
    Larijani, Bagher
    Mahdavi, Mohammad
    CURRENT ORGANIC SYNTHESIS, 2024, 21 (02) : 166 - 194
  • [9] Click Chemistry, A Potent Tool in Medicinal Sciences
    Musumeci, F.
    Schenone, S.
    Desogus, A.
    Nieddu, E.
    Deodato, D.
    Botta, L.
    CURRENT MEDICINAL CHEMISTRY, 2015, 22 (17) : 2022 - 2050
  • [10] CLICK CHEMISTRY TOWARD THE SYNTHESIS OF ANTICANCER AGENTS
    Pal, Ashutosh
    Banik, Bimal Krishna
    HETEROCYCLES, 2022, 104 (02) : 229 - 266