Abstract
Ring‐Fused 1,2‐Dithioles, III. – Synthesis of 1,2‐Dithiolo‐furansA series of 1,3‐dithiino‐furans 4/9 has been synthesized by starting with the β‐ketoester 5a or the cyclic ketone 5b. The dithiines undergo oxidative ring contraction to give the corresponding 1,2‐dithiolo‐furans 3/14. The ester function of 3h is easily removed to give 2, the oxaanalog of the antibiotic thiolutine. In general, the lactone group is the most sensitive part in compounds 3, 4 and 14. In marked contrast the dithiine 9a is cleaved by amines at the thioketale site forming the tetronic acid derivatives 10a/b.
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