A simple and efficient methodology toward the synthesis of highly
molecularly diverse 2,6-disubstituted 3,4-dihydropyrimidin-4(3H)-ones of type 3 has
been developed. The methodology is based on a selective O-alkylation
reaction with i-PrOH under Mitsunobu
conditions followed by a nucleophilic heteroaromatic ipso-substitution of sulfones 20 and subsequent acidic hydrolysis of
the isopropoxy group.
4(3H)-pyrimidinones - 4-isopropoxypyrimidines - selective O-alkylation - Mitsunobu reaction -
ipso-substitution - selective
acidic hydrolysis
