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The Chan-Evans-Lam reaction of 1-unsubstituted 4-fluoroalkylpyrimidin-2(1 Н )-ones with arylboronic acids is reported as a facile synthetic route to hitherto unavailable N 1-(het)aryl and N 1-alkenyl derivatives of the corresponding pyrimidines. An efficient C-N bond-forming process is also observed by using boronic acid pinacol esters as coupling partners in the presence of Cu(II) acetate and boric acid. The 4-fluoroalkyl group on the pyrimidine ring significantly assists in the formation of the target N 1-substituted products, in contrast to the 4-methyl and 4-unsubstituted substrates which do not undergo N 1-arylation under similar reaction conditions.

Chan–Evans–Lam N1-(het)arylation and N1-alkеnylation of 4-fluoroalkylpyrimidin-2(1H)-ones