N-vinyl-nitroimidazole cycloadditions:: Potential routes to nucleoside analogues

被引:10
作者
Clayton, R [1 ]
Ramsden, CA [1 ]
机构
[1] Univ Keele, Sch Chem & Phys, Lennard Jones Labs, Keele ST5 5BG, Staffs, England
来源
SYNTHESIS-STUTTGART | 2005年 / 16期
关键词
nitroimidazole; vinylimidazole; 1,3-dipolar cycloadditions; isoxazoline; nucleoside analogues;
D O I
10.1055/s-2005-872083
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cycloaddition reactions of 4-nitro- and 5-nitro-1-vinylimidazoles have been investigated. The cycloadducts obtained are potential intermediates for synthesis of purine nucleoside analogues via reduction to the corresponding aminomidazoles. A byproduct obtained using benzonitrile oxide as 1,3-dipolarophile has been identified as a novel tricyclic isomer 12 of the cycloadduct it.
引用
收藏
页码:2695 / 2700
页数:6
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