A general catalytic β-C–H carbonylation of aliphatic amines to β-lactams

• Autores: Darren Willcox, Ben G. N. Chappell, Kirsten F. Hogg
• Localización: Science, ISSN 0036-8075, Vol. 354, Nº 6314, 2016, págs. 851-857
• Idioma: inglés
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• Resumen

  • Methods for the synthesis and functionalization of amines are intrinsically important to a variety of chemical applications. We present a general carbon-hydrogen bond activation process that combines readily available aliphatic amines and the feedstock gas carbon monoxide to form synthetically versatile value-added amide products. The operationally straightforward palladium-catalyzed process exploits a distinct reaction pathway, wherein a sterically hindered carboxylate ligand orchestrates an amine attack on a palladium anhydride to transform aliphatic amines into β-lactams. The reaction is successful with a wide range of secondary amines and can be used as a late-stage functionalization tactic to deliver advanced, highly functionalized amine products of utility for pharmaceutical research and other areas.