Nitroalkenylferrocene. III. Condensation Reaction of Acetylferrocene Using Lewis Acid and Cyclic Amine

Acetylferrocene reacted with nitromethane and morpholine in the presence of titanium(IV) chloride to give a Mannich base, 2-ferrocenyl-2-morpholino-1-nitropropane (7), whose sodium salt (8) was then converted to 2-ferrocenyl-1-nitropropene (9) by acidifying it with hydrochloric acid. In the presence of aluminum chloride in place of titanium (IV) chloride, acetylferrocene as well as 1,1′-diacetylferrocene dimerized to form α,β-unsaturated ketone, (10) or (11).