[Zurück]

D. Schönbauer, F. Lukas, M. Schnürch:
"Toluene and its Derivatives as Atom-Efficient Benzylating Agents for Secondary Amines";
Synlett, 30 (2019), S. 94 - 98.

Toluene as a replacement for common N -benzylating agents, such as benzyl bromide, can be an atom-efficient alternative reagent. Under nickel catalysis and mildly oxidative conditions, it is possible to activate toluene efficiently and use it directly for the benzylation of different 2-aminopyridines. The transformation is not restricted to simple toluene, but also substituted derivatives give the desired product in good yields. Effective cleavage of the pyridine moiety is presented.

c-h functionalization benzylation nickel catalysis toluene activation amines c-h bonds reductive amination c(sp(3))-h arylation aldehydes sp(3) benzamides

http://dx.doi.org/10.1055/s-0037-1610342