ONE-POT TWO-STEP SYNTHESIS OF N3-FUNCTIONALIZED 3,4-DIHYDROPYRIMIDINONES IN THE PRESENCE OF TMSCl

Novel 3,4-dihydropyrimidinones modified with N3-alkyloxymethyl, aminomethyl, arylsulfonylmethyl, and azidomethyl groups can be regioselectively obtained over their isomeric N1 compounds in good yields by reaction of 3,4-dihydropyrimidinones with paraformaldehyde and alcohol, amine, sodium benzenesulfinate, and sodium azide, respectively, by a one-pot two-step strategy in the presence of chlorotrimethylsilane. The advantages of this method are the simple procedure, the high regioselectivity of the products, no requirement for a base catalyst, and the mild reaction conditions.

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