Triphenylphosphine-catalysed one-pot synthesis of γ-butyrolactone derivatives and highly substituted enones via reaction of dimethyl acetylenedicarboxylate and aryl aldehydes
The reaction between dimethyl acetylenedicarboxylate and various aryl aldehydes in the presence of triphenylphosphine leads to unsaturated γ-butyrolactone derivatives and highlysubstituted enones in fairly good yields at room temperature.
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.