Photosensitized Oxidation of Furans; XI<sup>1</sup>. A Simple General Method for the Synthesis of 3-, 4-, or 3,4-Functionalized 5-Hydroxyfuran-2 (5<i>H</i>)-ones (4-Hydroxy-2-butenolides)
作者:M. L. Graziano、M. R. Iesce
DOI:10.1055/s-1985-31459
日期:——
The title compounds 3 are prepared, in good yields, by methylene blue photosensitized oxidation of furans 1 in acetone and thermal conversion of the solutions of the intermediate endo- 2,5-peroxides 2.
Photooxygenation of differently functionalized furans is investigated in aqueous solutions and in ionic liquids [emim]Br and [bmim]BF4. The reaction is generally selective and the final products derive from rearrangement of the intermediate endoperoxides, depending mainly on the polarity and/or nucleophilic nature of the solvent.