Copper-Catalyzed Tertiary Alkylative Cyanation for the Synthesis of Cyanated Peptide Building Blocks.
Naoki MiwaChihiro TanakaSyo IshidaGoki HirataJizhou SongTakeru TorigoeYoichiro KuninobuTakashi NishikataPublished in: Journal of the American Chemical Society (2020)
In this paper, we report efficient cyanation of various peptides containing the α-bromocarbonyl moiety using a Cu-catalyzed radical-based methodology employing zinc cyanide as the cyanide source. Mechanistic studies revealed that in situ formed CuCN was a key intermediate during the catalytic cycle. Our method could be useful for the synthesis of modified peptides containing quaternary carbons.