Divergent ynamide reactivity in the presence of azides – an experimental and computational study

摘要: An unusually divergent reactivity of ynamides in the presence azides is reported. This new keteniminium-based methodology, which only requires triflic acid as promoter, facilitates access to β-enaminoamides and biologically important oxazolidine-2,4-diones a highly selective, manner that fully controllable by present azide. A mechanistic rationale for these reaction pathways delineated supported extensive density functional theory analyses, well selected experiments.