The dye-sensitized photo-oxygenation in methanol of the 2-methoxy-5-phenylfurans (1a-c), unsubstituted at C-4 with electron-withdrawing groups, leads to the hemiperacetals (4a-c). The reaction provides the first incontrovertible evidence for carbonyl oxide intermediacy in sensitized photo-oxygenation of heterocyclic systems. Further supporting evidence is also reported. In polar non-participating solvents carbonyl oxides (5a-c) partly rearrange to the epoxides (7a-c).
Photosensitized oxidation of furans. Part 13. Trapping reactions of the carbonyl oxides obtained from some 2-methoxy-5-phenylfurans / Graziano, M. L.; Iesce, M. R.; Cimminiello, G.; Scarpati, R.. - 7(1988), pp. 1699-1704. [10.1039/p19880001699]
Photosensitized oxidation of furans. Part 13. Trapping reactions of the carbonyl oxides obtained from some 2-methoxy-5-phenylfurans
Graziano M. L.;Iesce M. R.;Cimminiello G.;
1988
Abstract
The dye-sensitized photo-oxygenation in methanol of the 2-methoxy-5-phenylfurans (1a-c), unsubstituted at C-4 with electron-withdrawing groups, leads to the hemiperacetals (4a-c). The reaction provides the first incontrovertible evidence for carbonyl oxide intermediacy in sensitized photo-oxygenation of heterocyclic systems. Further supporting evidence is also reported. In polar non-participating solvents carbonyl oxides (5a-c) partly rearrange to the epoxides (7a-c).I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
