Synthesis of Novel Fluorinated Multisubstituted Pyrimidines and 1,5-Benzodiazepines via Fluorinated N,S-Acetals

Abstract

An efficient and novel approach using highly versatile but less exploited monofluorinated α-oxoketene N,S-acetals as synthons for the synthesis of novel fluorinated multisubstituted pyrimidines and 1,5-benzodiazepines by cyclization with guanidine nitrate and o-phenylenediamine, respectively, has been developed. The synthesized compounds, which carry additional functional groups that allow further functionalization, are of considerable interest as building blocks in medicinal chemistry. X-ray crystallographic studies confirmed the formation of the desired cyclized product.

Key words

fluorinated compounds - ketene acetals - pyrimidines - benzodiazepines - binucleophiles

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