Synthesis and Diels-Alder cycloaddition reaction of norbornadiene and benzonorbornadiene dimers

Beilstein J Org Chem. 2009 Aug 11:5:39. doi: 10.3762/bjoc.5.39.

Abstract

Dimeric forms of norbornadiene and benzonorbornadiene were synthesized starting with known monobromide derivatives. The Diels-Alder cycloaddition reaction of dimers with TCNE and PTAD was investigated and new norbornenoid polycyclics were obtained. All compounds were characterized properly using NMR spectroscopy.

Keywords: Diels–Alder reaction; Stille coupling; benzonorbornadiene; norbornadiene.