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Note | Regular issue | Vol 51, No. 7, 1999, pp.1609-1623
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8496
A Tandem C-Acylation-Cyclization Reaction Sequence for the Synthesis of New N-Acyl-3-substituted 1,8-Naphthyridine-2,4-diones

Alexandros Zografos, Christos Mitsos, and Olga Igglessi-Markopoulou*

*Laboratory of Organic Chemistry, Department of Chemical Engineering, National Technical University of Athens, 9, Heroon Polytechniou St., Zografou Campus, 157 73 Athens, Greece

Abstract

The 2-substituted 4H-pyrido[2,3-d][3,1]oxazin-4-ones (1a, b) react with active methylene compounds, under mild conditions, to produce N-acyl-3-substituted 1,8-naphthyridine-2,4-diones (3-12). In addition the C-acylation key intermediates (3a), (13) and (14) have been isolated and subsequently cyclized to the corresponding 3-substituted 1,8-naphthyridine-2,4-diones (3) and (15).