Synthesis of Ferrocene Amides and α-Ketoamides via Palladium-Catalyzed Homogeneous Carbonylation Reaction

Abstract

New ferrocene α-ketoamides and various ferrocene amides have been synthesized in good yields via homogeneous catalytic carbonylation of iodoferrocene in the presence of secondary amines as nucleophiles. With sterically less hindered amines, the appropriate choice of conditions made it possible to produce either the amides or the α-ketoamides with good selectivity. The reaction of amines with sterically hindered amino groups led to the amides as main products.

Key words

carbonylations - catalysis - palladium - ferrocene amides - ferrocene α-ketoamides

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21

MS data for 6: m/e (%) = 412 (100) [M⁺], 312 (32), 241 (75), 220 (42), 121 (33)

26

It has been obtained as a mixture of cis/trans dimethyl-piperidine isomers. The two sets of NMR signals have been assigned with the help of 2D NMR techniques (¹H-¹H ¹H-¹³C). Mass spectra is given according to GC-MS.