Photolysis of chloroacetamides as a route to new 2,8-bridged isoquinoline derivatives. X-ray crystal structure of 8,13-dihydro-2-methoxy-4,6- ethanodibenz[ c,f]azonine-5,7-dione

Abstract

Photolysis of 1-chloroacetyl-2,3-dihydro-5-methoxy-1 H-dibenzo[ de,h]quinoline (3a) and the corresponding 5,6-dimethoxy derivative (3b) in aqueous acetonitrile gave good yields of 8,13-dihydro-2-methoxy- and 8,13-dihydro-1,2-dimethoxy-4,6-ethanodibenz[ c,f]-azonine-5,7-dione, (4a) and (4b), respectively. These represent the first examples of 2,8-bridged isoquinoline derivatives. The structure of (4a) was confirmed by X-ray crystallography.