Ks. Sharma et al., CONDENSED HETEROCYCLES .26. SYNTHESIS OF CYCLOALKA[A]AZAPHENANTHRENESAND CYCLOALKA[J]AZA-ACEPHENANTHRENES, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 33(12), 1994, pp. 1191-1192
Various 2-formylcycloalkanones on reaction with alpha-naphthylamine fu
rnish the corresponding 2-(alpha-naphthylaminomethylene)cycloalkanones
(1 and 3) which on PPA cyclisation afford the desired cycloalka[a]aza
phenanthrenes (2 and 4). 5-Aminoacenaphthene on a similar treatment wi
th 2-formylcycloalkanones give the corresponding 2-(5-acenaphthylamino
methylene)cycloalkanones (5, 7 and 9) which undergo smooth cyclisation
to provide the desired cycloalka[j]azaacephenanthrenes (6, 8 and 10).
The structures of the products have been elucidated by elemental anal
yses, IR and H-1 NMR spectral data.