A SIMPLE SYNTHETIC METHOD FOR TETRAAZA[3.3.3.3]META- AND PARACYCLOPANES BY ALKYLATION OF N-SUBSTITUTED TRIFLUOROACETAMIDE

A simple and practical synthesis of the title compounds 1b and 2b is d escribed. Alkylation of N-substituted trifluoroacetamides (5a and b) w ith appropriate dibromides (6 and 9) in the presence of sodium hydride in N,N-dimethylformamide at 100 degrees C, or powdered potassium hydr oxide in refluxing acetone, followed by removal of the trifluoroacetyl group and N-methylation of the resultant amines provides the desired 1b and 2b in 21 and 19% overall yields, respectively, along with their lower and higher homologs.