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
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