Novel synthesis of pseudopeptides bearing a difluoromethyl group by Ugi reaction and desulfanylation

Abstract

SummaryThirteen difluoromethyl-containing pseudopeptides were synthesized by Ugi reaction using the novel building block 2,2-difluoro-2-(phenylthio)acetic acid (2) as one component, followed by removal of the phenylsulfanyl protecting group in the presence of tributyltin hydride and azobisisobutyronitrile.

Synthesis of Difluoromethyl‐Containing α‐Acyloxycarboxamide Derivatives through a Passerini Reaction and Desulfonylation

“…[10] A new difluoromethylene-containing building block, phenylsulfanyl-protected isocyanide 1, was designed and used in the Ugi reaction for the synthesis of difluoromethyl-containing pseudopeptides.…”