Versatile methods of synthesis of 5 to 8-membered ring N-heterocycles via intramolecular cycloadditions of allylamines

N-Tosylallylamines or homoallylamines were monoalkylated with dibromoalkanes to produce bromoalkylamines 3 or 7. The latter were converted to unsaturated nitro derivatives which, via nitrile oxides, underwent intramolecular cycloaddition to form hetero ring fused isoxazolines. Conversion of the bromo derivatives 3 either via azides to fused triazolines or by free radical reaction to pyrrolidines is also described. These reactions provide an entry into functionalized 5 to 8 membered ring heterocycles.