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A Convenient Synthesis Of 2-Azido And 2-Thiocyanato-2,3-Unsaturated Cyclic Ketones, Mesut Boz, Ömer Zai̇m, Hi̇lal Esen
A Convenient Synthesis Of 2-Azido And 2-Thiocyanato-2,3-Unsaturated Cyclic Ketones, Mesut Boz, Ömer Zai̇m, Hi̇lal Esen
Turkish Journal of Chemistry
2-Azido and 2-thiocyanato-2,3-unsaturated ketones were synthesized by utilizing functionalization of 5- or 6-membered cycloalkane-1,2-diones, namely diosphenols, with dimethylthiocarbomoyl chloride, which activates the system towards reaction with nucleophiles in acidic conditions. Replacement of the enolic oxygen of the diosphenols with azide and thiocyanate may be achieved by treating their dimethylthiocarbamates with sodium azide or potassium thiocyanate in boiling acetonitrile/acetic acid.