title: Synthesis of functionalized quinolines and benzo[c][2,7]naphthyridines based on a photo-Fries rearrangement.
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, a naphthyridine nucleus can also be assembled.
authors.affiliation: Dipartimento di Chimica, Università degli Studi di Siena, Via Aldo Moro 2, I-53100 Siena, Italy.
authors.forename: Giacomo
authors.initials: G
authors.lastname: Guerrini
authors.forename: Maurizio
authors.initials: M
authors.lastname: Taddei
authors.forename: Fabio
authors.initials: F
authors.lastname: Ponticelli