Iron-Catalysed Reductive Amination of Carbonyl Derivatives with ω-Amino Fatty Acids to Access Cyclic Amines

Duo Wei (1) , Chakkrit Netkaew (1) , Victor Carre (1) , Christophe Darcel (1)

1 ISCR - Institut des Sciences Chimiques de Rennes

An efficient method for the reductive amination of carbonyl derivatives with ω-amino fatty acids catalysed by an iron complex Fe(CO) (IMes) [IMes=1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene] by means of hydrosilylation was developed. A variety of pyrrolidines, piperidines and azepanes were selectively synthesised in moderate-to-excellent yields (36 examples, 47-97 % isolated yield) with a good functional group tolerance.

Mots clés: hydrosilylation; cyclic amines; ω-amino fatty acids; reductive amination; iron catalysis

Domaines: Chimie organique; Catalyse

Duo Wei, Chakkrit Netkaew, Victor Carre, Christophe Darcel. Iron-Catalysed Reductive Amination of Carbonyl Derivatives with ω-Amino Fatty Acids to Access Cyclic Amines. ChemSusChem, 2019, 12 (3), pp.3008-3012. ⟨10.1002/cssc.201900519⟩. ⟨hal-02087806⟩