Regioselective Synthesis of Dihydrofuro[3,2-g]coumarin-6-one

José C. González-Gómez; Lourdes Santana; Eugenio Uriarte

doi:10.1055/s-2003-36262

SHORTPAPER

Regioselective Synthesis of Dihydrofuro[3,2-g]coumarin-6-one

José C. González-Gómez*, Lourdes Santana, Eugenio Uriarte
Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Santiago de Compostela, 15782 Santiago de Compostela, Spain
Fax: +34(98)1594912; e-Mail: jcgg1971@yahoo.es;

Abstract

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Abstract

New regioselective routes for the preparation of dihydrofuro[3,2-g]coumarin-6-one (5) have been studied. An efficient three-step synthesis of methyl 3-(5′-chloroacetyl-2′,4′-dihydroxyphenyl)propanoate (7) from resorcinol was the key for the success of our preparation of the target compound 5.

Key words

acylations - dehydrogenations - rearrangements - regioselectivity - ring closure

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References

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Our approach to 7 is reminiscent of that used in this reference but the method described by us provide a more efficient 3-step synthetic route from resorcinol.