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Report | Regular issue | Vol 23, No. 8, 1985, pp.1983-1989
Published online, 1st January, 1970
DOI: 10.3987/R-1985-08-1983
Application of the Photo-Fries Rearrangement of Aryl Dihydrocinnamates to the Synthesis of Flavonoids

Hermenegildo García, Sara Iborra, Miguel A. Miranda,* and Jaime Primo

*ETSII, Departmento de Química, Universidad Politécnica de Valencia, Apartado 22012, E-46071 Valencia, Spain

Abstract

The photo-Fries rearrangement of aryl dihydrocinnamates is compared with that of the analogous cinnamates from a preparative point of view. The former proceeds with higher conversions, giving the corresponding 2’-hydroxydihydrochalcones in acceptable yields. This process, combined with well established reactions, provides an alternative entry to the synthesis of flavonoids.