Concepedia

An Efficient Route to 3-Aryl-Substituted Quinolin-2-one and 1,8-Naphthyridin-2-one Derivatives of Pharmaceutical Interest

Christos Mitsos, Alexandros L. Zografos, Olga Igglessi‐Markopoulou

The Journal of Organic Chemistry · 2003 · 32 citations · 6 references

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Abstract

Reaction of arylacetic ester enolates with 2-alkoxy-4H-3,1-benzoxazin-4-ones offers a short and versatile synthetic route to 3-aryl-4-hydroxyquinolin-2(1H)-ones, through the cyclization of the beta-ketoesters produced. Similar reactions of 4H-pyrido[2,3-d][1,3]oxazin-4-ones with ester enolates afford 1-acyl-4-hydroxy-1,8-naphthyridin-2(1H)-ones in a convenient two-step, one-pot procedure.

References

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Reactions of 2-methyl-3,1-benzoxazin-4-one with active methylene compounds: a new route to 3-substituted 4-hydroxyquinolin-2(1H)-ones

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