Kondratov, Ivan S.; Dolovanyuk, Violetta G.; Tolmachova, Nataliya A.; Gerus, Igor I.; Bergander, Klaus; Froehlich, Roland; Haufe, Guenter published an article in 2012, the title of the article was Reactions of β-alkoxyvinyl polyfluoroalkyl ketones with ethyl isocyanoacetate and its use for the synthesis of new polyfluoroalkyl pyrroles and pyrrolidines.COA of Formula: C8H8F3NO2 And the article contains the following content:
The hitherto unreported reactions of β-alkoxyvinyl polyfluoroalkyl ketones with Et isocyanoacetate and equimolar amounts of potassium-tert-butoxide proceeded mainly in the β-position of the α,β-unsaturated ketones in cases of α-nonsubstituted I (R1 = CF3, CHF2, CF2Cl, C2F5, C3F7; R2 = H) and α-Me substituted ketones I (R1 = CHF2, CF2Cl, C2F5, C3F7; R2 = Me). Other α- or β-substituted ketones gave mainly products of initial attack at the carbonyl carbon. Depending on the solvent, the major products of β-attack do exist in different tautomeric forms. Generally the open-chain enol tautomers II (R2 = H only) predominate in the polar DMSO-d6, while the cyclic γ-hemiaminals III are the major tautomers in the less polar CDCl3. Acid treatment of the latter compounds III led to the hitherto unknown Et 5-polyfluoroalkyl-pyrrole-2-carboxylates by elimination of formic acid. Catalytic hydrogenation was used for the synthesis of earlier unknown 5-trifluoromethyl proline. The experimental process involved the reaction of Ethyl 5-(trifluoromethyl)-1H-pyrrole-2-carboxylate(cas: 1414887-27-6).COA of Formula: C8H8F3NO2
The Article related to alkoxyvinyl polyfluoroalkyl ketone ethyl isocyanoacetate regioselective substitution, open chain enol cyclic hemiaminal tautomer preparation elimination, pyrrole pyrrolidine polyfluoroalkyl preparation and other aspects.COA of Formula: C8H8F3NO2
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