Dibenzyl ketone (I) and cyanoacetamide (IX) are coupled with trifluoroacetonitrile (II) under basic conditions to yield the aminotrifluoroethylidene derivatives (III) and (X) respectively.
Reaction of the acetonedicarboxylates (I) with the trifluoroacetonitrile (II) in the presence of potassium butoxide gives the dihydroxypyridines (III) which are O‐alkylated with the alkyl iodides (IV) to produce the pyridones (V), together with the dialkoxypyridines (VI).
208ChemInform Abstract The 2-trifluoromethyldihydropyridinedicarboxylates (I) and (II) undergo dehydrofluorination upon treatment with DBU. The reaction mechanism is discussed.
ChemInform Abstract A convenient synthesis of the compound (V), which is of interest because of its possible antibacterial activity, is carried out starting with the diester (I) and the nitrile (II). In connection with the preparation of (V) it is found that treatment of the intermediate (IV) with acid leads to the title compound (VI). Some derivatives of (VI) using common synthetic methods are prepared as well.
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