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The ‘pyrono route’ to 4-hydroxy-2-quinolones and 4-hydroxy-2-pyridones

1999; Elsevier BV; Volume: 54; Issue: 5 Linguagem: Inglês

10.1016/s0014-827x(99)00030-0

1879-0569

Thomas Kappe,

Synthesis and bioactivity of alkaloids

The condensation of N-substituted anilines 6, azomethines or enamines 13 with two equivalents of diethyl malonate yields pyrono-quinolones 8, 10–12 or pyrono-pyridones (for instance 15, 20, 23, 30, 34) in high yields and on large scale preparations. These pyrono-quinolones and -pyridones are therefore excellent intermediates in the synthesis of a vast number of compounds, a number of which have potential biological activity.