Application of diazonium chemistry in purine modifications: A focused review

被引:8
|
作者
Sengupta, Saumitra [1 ]
Das, Parthasarathi [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Indian Sch Mines, Dhanbad 826004, Bihar, India
关键词
ACID RELATED-COMPOUNDS; POTENTIAL ANTICANCER AGENTS; REDUCED GRAPHENE OXIDE; TERT-BUTYL NITRITE; N BOND FORMATION; C-H ARYLATION; ADENOSINE RECEPTOR; MEDICINAL CHEMISTRY; BENZENEDIAZONIUM IONS; BIOLOGICAL-ACTIVITY;
D O I
10.1002/jhet.4352
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Deaminative modifications of purines via diazonium chemistry have long been the cornerstone in modified nucleoside synthesis. The purpose of this review is to bring into focus the impact of dediazoniative methods such as non-aqueous Sandmeyer halogenations, fluorination, arylation, and carbon-heteroatom bond formations on natural purines and their nucleosides as versatile tools for purine modifications en route to various nucleoside drugs, drug discovery scaffolds, and adducted oligonucleotides of biomedical interests. Metal free reactions of arenediazonium salts with purine nucleosides for the synthesis of 8-aryl purines, in particular, 8-aryl guanosines and photochromic 8-arylazo purines are also highlighted. The treatise is expected to create broad interest among organic and biological chemists for further explorations in this area.
引用
收藏
页码:5 / 21
页数:17
相关论文
共 50 条
  • [1] Chemistry of Pyrazole-3(5)-Diazonium Salts (Review)*
    I. V. Ledenyova
    V. V. Didenko
    Kh. S. Shikhaliev
    Chemistry of Heterocyclic Compounds, 2014, 50 : 1214 - 1243
  • [2] Gold diazonium chemistry
    Mohamed, Ahmed A.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [3] Chemistry of Pyrazole-3(5)-Diazonium Salts (Review)
    Ledenyova, I. V.
    Didenko, V. V.
    Shikhaliev, Kh S.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2014, 50 (09) : 1214 - 1243
  • [4] Diamond surface modifications with diazonium salt
    Uetsuka, Hiroshi
    Shin, Dongchan
    Tokuda, Norio
    Saeki, Kazuhiko
    Nebel, Christoph E.
    DIAMOND ELECTRONICS - FUNDAMENTALS TO APPLICATIONS, 2007, 956 : 201 - +
  • [5] Diazonium Salts in Visible Light Photocatalysis - a Focused Overview of their Application in Continuous Flow Synthesis
    Deckers, Christoph
    Rehm, Thomas H.
    CHEMPHOTOCHEM, 2025,
  • [6] Making diazonium chemistry safer
    Barbu, Brianna
    C&EN GLOBAL ENTERPRISE, 2024, 102 (14): : 8 - 8
  • [7] Enhancing the machining performance by cutting tool surface modifications: a focused review
    Chen, Yuhan
    Wang, Jun
    Chen, Ming
    MACHINING SCIENCE AND TECHNOLOGY, 2019, 23 (03) : 477 - 509
  • [8] ADVANCES IN THE CHEMISTRY OF AROMATIC DIAZONIUM COMPOUNDS
    BELOV, BI
    KOZLOV, VV
    RUSSIAN CHEMICAL REVIEWS, 1963, 32 (02): : 59 - 75
  • [9] Diazonium-Based Anchoring of PEDOT on Pt/Ir Electrodes via Diazonium Chemistry
    Chhin, Danny
    Polcari, David
    Bodart-Le Guen, Come
    Tomasello, Gaia
    Cicoira, Fabio
    Schougaard, Steen B.
    JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 2018, 165 (12) : G3066 - G3070
  • [10] Epigenetic Modifications in Myeloma: Focused Review of Current Data and Potential Therapeutic Applications
    Singh, Suvir
    Jain, Kunal
    Sharma, Rintu
    Singh, Jagdeep
    Paul, Davinder
    INDIAN JOURNAL OF MEDICAL AND PAEDIATRIC ONCOLOGY, 2021, 42 (05) : 395 - 405