Polyfunctional nitriles in organic syntheses: a novel route to aminopyrroles, pyridazines and pyrazolo[3,4-c]pyridazines

多功能腈在有机合成中的应用:氨基吡咯、哒嗪和吡唑并[3,4-c]哒嗪的新合成路线

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Abstract

Phenacylmalononitrile 1 reacts with dimethylformamide dimethyl acetal to yield an enaminone which could be readily converted into a pyrrole or an aminopyridazine by treating with ammonium acetate and hydrazine hydrate, respectively. Compound 1 reacted with hydrazine hydrate in ethanol at room temperature to yield the dihydropyridazine 9 as a single product. In refluxing ethanol this product further reacted with hydrazine hydrate to yield the novel dihydropyrazolopyridazinamine 10.

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