N-Vinyl-Nitroimidazole Cycloadditions: Potential Routes to Nucleoside Analogues

Abstract

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 aminoimidazoles. A byproduct obtained using benzonitrile oxide as 1,3-dipolarophile has been identified as a novel tricyclic isomer 12 of the cycloadduct 11.

Key word

nitroimidazole - vinylimidazole - 1,3-dipolar cycloadditions - isoxazoline - nucleoside analogues

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