Internal Peptide Late-Stage Diversification: Peptide-Isosteric Triazoles for Primary and Secondary C(sp3 )-H Activation

Abstract

Secondary C(sp³ )-H arylations were accomplished by palladium catalysis with triazoles as peptide bond isosteres. The unique power of this approach is highlighted by the possibility of achieving secondary C(sp³ )-H functionalizations on terminal peptides as well as the unprecedented positional-selective C(sp³ )-H functionalization of internal peptide positions, setting the stage for modular peptide late-stage diversification.

Keywords: amino acids; arylation; palladium; peptides; triazoles.