Bulletin of the Chemical Society of Japan

Diversity in the base-induced photoreactions of thiolane-2, 4-dione and derivatives. Reductive ring cleavage and novel rearrangements of the carbon skeleton.

K Saito, T Sato

Index: Saito,K.; Sato,T. Bulletin of the Chemical Society of Japan, 1979 , vol. 52, p. 3601 - 3605

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Citation Number: 6

Abstract

The irradiation of thiolane-2, 4-dione (thiotetronic acid) and its derivatives, 1a–1d, in methanol in the presence of bases induced the reductive ring cleavage to give β, β′-diketo esters. The base-induced reductive ring cleavage was also observed in aprotic solvents, such as acetonitrile or acetone, although the products were obtained as β, β′-diketo amides in these cases. On the other hand, the irradiation of 1a–1d in water in the ...