Phenanthride

Imidazolidines may also act as ortho directing groups the lithiadon of l,3-dimethyl-2-phenylimidazo-lidine followed by addition to benzophenone proceeds in 63% yield. Carbazole aminals can be metal-ated ortho to the nitrogen, while benzo[a]carbazole may be dili iated at nitrogen and the 1-position. A 2-amino group of a biphenyl directs lithiation to the 2 -position of the other ring in a novel synthesis of a phenanthride. ... 

The thermolysis of 3-(l-naphttyl)-l,2,3-benzotriazin-4(3fl)-one (115) results in the loss of nitrogen and formation of benz[c]acrid-7-one, m.p. 365-367°C, together with the major product benzo[c]phenanthrid-6-one. The benzacridone is considered to arise by rearrangement of a naphthoazetinone (A.J. Barker et J. chem. Soc. 

Lead(IV) acetate oxidises the dihydrobenzo[c]phenanthrid-6-one exclusively at the 12-position further oxidation gives the 11,12-quinone thereby providing access to the... 

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