78752-46-2Relevant articles and documents
Photosensitized Oxidation of Furans. Part 13. Trapping Reactions of the Carbonyl Oxides Obtained from Some 2-Methoxy-5-phenylfurans
Graziano, M. Liliana,Iesce, M. Rosaria,Cimminiello, Guido,Scarpati, Rachele
, p. 1699 - 1704 (2007/10/02)
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
PHOTOSENSITIZED Oxidation of Furans. Part 4. Influence of the Substituents on the Behaviour of the endo-Peroxides of Furans
Graziano, M. Liliana,Iesce, M. Rosaria,Scarpati, Rachele
, p. 2007 - 2012 (2007/10/02)
A comparison of the ehaviour of endo-peroxides of the β-furoic esters (1a, b and d-f) and of the furans (1c or g), with the same 2,5-substituents, shows that the thermal instability of these compounds is related to the electron density in the bicyclic unsaturated ring.This also accounts for the higher stability of the alkyl-substituted endo-peroxides (1a-c) as compared with that of the aryl-substituted derivatives (1d-g), as well as for the different course of the thermal conversion in the two series.
Photosensitized Oxidation of Furans. III. Comparison Between Photochemically and Thermally Generated Singlet Oxygen Oxidation of 3-Methoxycarbonyl-2-methyl-5-phenylfuran
Graziano, M. L.,Iesce, M. R.,Carli, B.,Scarpati, R.
, p. 1105 - 1107 (2007/10/02)
Thermal conversion of furan endo-peroxide I, obtained by photosensitized oxidation of furan II, yields very similar results to those of the oxidation of the furan II by thermally generated singlet oxygen, showing that also in the latter case the endo-peroxide I is the key intermediate.A mechanistic interpretation of the furan II-singlet oxygen reaction is reported.
