Abstract
The nitration of 4-(5-R-2-thienyl)-3-buten-2-ones with nitric acid in acetic anhydride is accompanied by the formation of a mixture of nitro isomers, whereas nitration with nitric acid and copper and aluminum nitrates in carbon tetrachloride, dichloroethane, and acetonitrile leads to the production of only the α-nitro ketone. The results of quantum-chemical calculations of the reactivity indexes within the CNDO/2 approximation are in agreement with the experimental data on electrophilic substitution of these compounds in the basic and protonated forms.
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