Préparation, réduction chimique et électrochimique d'α-nitrostyrylcétones-synthèse d'hétérocycles azotés

…, C Viel, C Bellec, S Deswarte, P Maitte

Index: Marcot, Bernard; Rabaron, Alain; Viel, Claude; Bellec, Christian; Deswarte, Stephane; Maitte, Pierre Canadian Journal of Chemistry, 1981 , vol. 59, p. 1224 - 1234

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Citation Number: 6

Abstract

Nitration of styryl ketones with nitrogen peroxide leads to the corresponding α-nitroethylenic ketones in good yield. However, the presence of methoxy groups involves a nitration on the aromatic nucleus. LiAlH4 reduction of α-nitrostyrylketones yields the corresponding racemic erythro-and threo-aminoalcohols; after acylation and cyclisation a dihydro-quinoline or a 2- oxazoline is obtained. Electrochemical reduction of these nitrostyryl-ketones selectively ...