104919-85-9Relevant articles and documents
Regioselective synthesis of hydroxy butenolides: A convenient synthesis of A-factor
Yadav,Valluri,Rama Rao
, p. 3609 - 3612 (1994)
An elegant approach for the regioselective preparation of hydroxy butenolide by the oxidation of 2-ethoxyfuran with MnO2-HCl is described.
Photosensitized Oxidation of Furans. Part 12. Solvent Effects in Thermal Rearrangement of the 2,5-Peroxides of 2,5-Unsubstituted Furans
Graziano, M. Liliana,Lesce, M. Rosaria,Cinotti, Angela,Scarpati, Rachele
, p. 1833 - 1840 (2007/10/02)
The formation, thermal stability, and modes of thermal rearrangement of the 2,5-peroxides (1a-i) of 2,5-unsubstituted furans are reported.In apolar solvents the main product of thermal rearrangement is the cis diepoxide (3) accompanied by the epoxyfuranones (6) and (7).These rearrangements are thought to proceed via concerted processes, although no distinction can be made between them and rearrangements via diradicals.In basic solvents the 5-hydroxyfuran-2(5H)-ones (4) and (5) are isolated in high yields.In this case the rearrangements are explained by assuming ion pairs, (18), as intermediates.
Photosensitized Oxidation of Furans; XI. A Simple General Method for the Synthesis of 3-, 4-, or 3,4-Functionalized 5-Hydroxyfuran-2(5H)-ones (4-Hydroxy-2-butenolides)
Graziano, M. L.,Iesce, M. R.
, p. 1151 - 1153 (2007/10/02)
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.
