Synthesis of fused-ring heterocycles from intramolecular reactions on alkene derivatives.

Heterocycles form by far the largest of the classical divisions of organic chemistry and are of immense importance biologically, industrially, and indeed to the functioning of any developed human society. The majority of pharmaceuticals and biologically active agrochemicals are heterocyclic, as are countless additives and modifiers used in industries as varied as cosmetics, reprography, information storage, and plastics. The work accomplished in this thesis concerns three different projects to achieve fused-ring heteropolicyclic systems having potential pharmacological properties. The synthetic procedures employed to reach this goal involve well known methodologies based on the functionalization of carbon-carbon double bonds. The first project deals with diversity-oriented synthesis to access complex structures containing a piperidine unit starting from enantiopure 2-allyl-piperidine. The second one concerns the study of a synthetic protocol for a new class of enantiopure tetracyclic 1,4-benzodiazepin-5-ones, containing an imidazole and a pyrazole ring. Finally, third one is related to the obtainment of bicyclic oxazolidinone derivatives by Pd(II)-CuCl2 catalyzed intramolecular reactions on alkoxycarbonyl-protected amino alkenes.