A mild and convenient one-pot photochemial synthesis of 4-chromanone derivatives. The photo Fries rearrangement of (hetero)aryl 3-methyl-2-butanoate esters under basic catalysis.

CECILIA S. LÓPEZ; SERGIO M. BONESI; ERRA BALSELLS, ROSA

TETRAHEDRON LETTERS

Elsevier

Lugar: Amsterdam; Año: 2010 vol. 51 p. 4387 - 4390

0040-4039

The biphasic base catalysis-mediated photo-Fries rearrangement reaction of aryl 3-methy-2-butenoate esters in room temperature cyclohexane – 10% KOH system was investigated. This mild photochemical reaction leads to the formation of chroman-4-one derivatives in good to high yield and in short reaction times (30 to 120 minutes) in a one-pot photochemical reaction. Also, the photochemical reaction, as a convenient, versatile and general method, applies efficiently to polycyclic and heterocyclic 3-methy-2-butenaote esters.