Synthesis of heterocyclic propellanes via 1,3-dipolar cycloaddition reactions to bicyclo[5.3.0]dec-1(7)-en-2-onea

The synthesis of several heterocyclic propellanes via 1,3-dipolar cycloaddition reactions of arylnitrile oxides, diarylnitrilimines and arylazides with bicyclo[5.3.0]dec-1(7)-en-2-one is described and the spectral properties of the obtained propellanes are discussed. The cycloadditions are also examined on the basis of frontier molecular orbitals (FMO) of the reacting species.