Convergent routes to substituted naphthylamides.

Practical, convergent routes to variously substituted 1- and 2-naphthylamides have been developed. They exploit the ability of xanthates to undergo both intermolecular radical additions to vinyl pivalate and intramolecular radical cyclisations to aromatic rings. In the case of 1-naphthylamides, the existence of an intramolecular hydrogen bond was used to facilitate the cyclisation step.

An unusual synthesis of N-unsubstituted benzazepinones.

A short route to novel bicyclic N-unprotected benzazepinones is described starting from N-acetoxyanilides involving radical addition and cyclization with concomitant homolytic rupture of the N-O bond.