Abstract

An innovative synthetic approach towards 5-ethynyl-4-arylpyrimidines was developed involving acid-catalyzed electrophilic alkylation of phenols with 5-bromopyrimidine, followed by oxidation and palladium-catalyzed Sonogashira cross-coupling reaction. Reactions of these compounds in the presence of trifluoromethanesulfonic acid were investigated. It was discovered these reactions take a different route for precursors with a different position of phenol group in an arene substituent.

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