Synthesis 2007(14): 2164-2174  
DOI: 10.1055/s-2007-983745
PAPER
© Georg Thieme Verlag Stuttgart · New York

The Photochemical Cyclodehydrogenation Route to Polycyclic Azaarenes

Michael J. E. Hewlins*, Rhys Salter
School of Chemistry, Cardiff University, Park Place, Cardiff, CF10 3AT, UK
Fax: +44(29)20874030; e-Mail: Hewlins @cardiff.ac.uk;
Further Information

Publication History

Received 12 April 2007
Publication Date:
10 July 2007 (online)

Abstract

This paper reports an investigation of photochemical cyclodehydrogenation for the preparation of polycyclic azaarenes. Various naphthoquinolines and naphthoisoquinolines were obtained from 2-, 3-, and 4-[2-(1- and 2-naphthyl)vinyl]pyridine. 4-[2-(3-Phenanthryl)vinyl]pyridine gave pyreno[1,10-hij]isoquinoline. An efficient preparation of (2-arylvinyl)pyridines is described.