Chloramine T reacted readily with aliphatic and aromatic thiones, acting as a nucleophilic and as an oxidizing reagent. The non-thioenolizable thiones, thioadamantanone and thiobenzophenone afforded thio-ozonide products. Thiocamphor, however, gave an unsaturated disulphide dimer which on heating underwent a stereospecific Cope-type rearrangement.
M. M. Campbell and D. M. Evgenios, J. Chem. Soc., Perkin Trans. 1, 1973, 2866 DOI: 10.1039/P19730002866
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