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Organometallic Complexes in Synthesis. Part 16. Reactions of Tricarbonyl(cyclohexadienyl)iron (1+) Salts with Aromatic Amines.
Birch, Arthur J.,Liepa, Andris J.,Stephenson, G. Richard
, p. 713 - 718 (2007/10/02)
Tricarbonyl(cyclohexadienyl)iron(1+) salts of the type (1) cause C- or N-alkylation of aromatic amines depending on the conditions used.The best procedure involves formation of the salt in situ from an alkoxy-complex in the presence of a small proportion of acid.Attempts to extend the reaction to alkylate 6-amino-5,8-dimethylisoquinoline, to obtain an intermediate for the synthesis of ellipticine, resulted, instead, in irreversible alkylation at the pyridine nitrogen.
