Photooxidation of 3-substituted furans in aprotic solvents

Publication Type
Journal contribution
Authors
Grimminger, W.; Kraus, W.
Year of publication
1979
Published in
Liebigs Ann. Chem.
Band/Volume
10/
Page (from - to)
1571-6
Abstract

The photooxidn. of toonacilin I (R = R1) in C6H6 without any sensitizer yields the .gamma.-hydroxybutenolides I (R = R2, R3) and .beta.,.gamma.-epoxybutanolide I (R = R4). 3-Methylfuran underwent photooxidn. in CH2Cl2 at -5.degree. to 0.degree. in the presence of methylene blue in C6H6. The products formed were II (R5 = R7 = H, R6 = Me, R8R9 = O; R5 = Me, R6 = R7 = H, R8R9 = O). Also formed were II (R5 = Me, R6R8 = O, R7 = R9 = H) and citraconic anhydride as byproducts.

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