Exploring the Synthesis and the Reactivity of 4-[4-(Chloromethyl)styryl]-1,2-dimethyl-5-nitro-1H-imidazole in TDAE Strategy

Abstract

We describe herein the preparation of 4-[4-(chloromethyl)styryl]-1,2-dimethyl-5-nitro-1H-imidazole via a Stille cross-­coupling reaction. After determining the best reaction conditions, we investigated the reactivity of this activated chloromethyl compound in a TDAE [tetrakis(dimethylamino)ethylene] strategy toward 10 various electrophiles, obtaining 4-(4-substituted)styryl-1,2-dimethyl-5-nitro-1H-imidazoles in moderate to good yields.

Key words

nitroimidazole - Stille reaction - TDAE - carbanions - cross-coupling

• References

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