Abstract
Reaction of 4-methoxythiobenzoylthiohydroxylamine (2) with acyl chlorides and pyridine, or with acetic formic anhydride, gives good yields of the N-acyl derivatives (3), which may be cyclised with perchloric acid and acetic anhydride to novel 1,4,2-dithiazolium salts (4), which include the first example unsubstituted at C-3. Evidence is presented for charge delocalisation and hence aromaticity in the cations. The salts are attacked at C-5 by nucleophilic reagents, yielding 5H-1,4,2-dithiazoles.
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Schedule a callMore From: Journal of the Chemical Society, Perkin Transactions 1
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