Rachid Chioua

On the regioselectivity in the reaction of aliphatic ketones and aromatic nitriles. Regiospecific synthesis of alkylarylpyrimidines

Abstract The reaction of aliphatic ketones with aliphatic or aromatic nitriles in the presence of trifluoromethanesulfonic anhydride has been shown to be a very useful method for the preparation of alkyl- and aryl-pirimidines. The reaction shows a high degree of regioselectivity that depends on the characteristics of the residues attached at the carbonyl group. The results from different branched symmetric and asymmetric ketones are shown. Molecular mechanics calculations permit an explanation and predict the results obtained. Regiospecific synthesis of alkyl aryl pyrimidines is described.

One-pot synthesis of new heterocycles: 2,4-disubstituted 6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidines

The reaction of 1-benzosuberone with nitriles in the presence of triflic anhydride affords in good yields 2,4-diaryl substituted 6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidines, a new class of heterocycle.