Synthesis of Functionalized Quinolines and Benzo [c][2, 7] naphthyridines Based on a Photo-Fries Rearrangement

G Guerrini, M Taddei, F Ponticelli

Index: Guerrini, Giacomo; Taddei, Maurizio; Ponticelli, Fabio Journal of Organic Chemistry, 2011 , vol. 76, # 18 p. 7597 - 7601

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Citation Number: 15

Abstract

An efficient one-pot method for the synthesis of functionalized quinolines and tetrahydronaphthyridines has been developed. The photo-Fries rearrangement of p- substituted anilides afforded differently substituted o-amino ketones that reacted in situ with acetylenic Michael acceptors such as dimethyl acetylenedicarboxylate (DMAD) to give 6, 4- disubstituted quinoline 2, 3-dicarboxylates. Starting from anilides derived from β-alanine, ...