Coinage Metal-Catalyzed Divergent Heterocyclizations of Underexplored <i>N</i>-Propargyl Hydrazides.

ABSTRACT: Herein, we disclose metal-catalyzed tunable annulations of uncharted alkyne-tethered hydrazides for the divergent preparation of diazacyclic frameworks. Cationic gold facilitates the O-cyclization, providing valuable [1,3,4]oxadiazine scaffolds with total selectivity, whereas silver catalysis promotes controlled N-cyclization to access N-acyl pyrazoles. Furthermore, density-functional-theory-based theoretical investigations support two different pathways (ionic versus radical) operating in the catalytic heterocyclization reaction of the same N-propargyl hydrazide substrate.

SUBMITTER: Diez-Iriepa D 

PROVIDER: S-EPMC12418500 | biostudies-literature | 2025 Sep

REPOSITORIES: biostudies-literature