Tetrahedron Letters p. 4175 - 4176 (1994)
Update date:2022-07-29
Topics:
Huang, Chin-Shui
Peng, Chun-Chieh
Chou, Chin-Hsing
2,5-Dimethylene-2,5-dihydrothiophene (1), prepared by the pyrolysis of 5-methylthenyl benzoate (3), has been detected by low-temperature NMR spectroscopy. 1 reacts with triplet oxygen to form a cyclic bisperoxide 6. Upon healing 6 decomposes to give 2,5-bis(hydroxymethyl)thiophene (7), 2-formyl-5-hydroxymethylthiophene (8) and 2,5-diformylthiophene (9) in a ratio of 1:2:1, respectively.
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