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Manganese-catalyzed base-free addition of saturated nitriles to unsaturated nitriles by template catalysis.


ABSTRACT: The coupling of mononitriles into dinitriles is a desirable strategy, given the prevalence of nitrile compounds and the synthetic and industrial utility of dinitriles. Herein, we present an atom-economical approach for the heteroaddition of saturated nitriles to α,β- and β,γ-unsaturated mononitriles to generate glutaronitrile derivatives using a catalyst based on earth-abundant manganese. A broad range of such saturated and unsaturated nitriles were found to undergo facile heteroaddition with excellent functional group tolerance, in a reaction that proceeds under mild and base-free conditions using low catalyst loading. Mechanistic studies showed that this unique transformation takes place through a template-type pathway involving an enamido complex intermediate, which is generated by addi

SUBMITTER: Thiyagarajan S 

PROVIDER: S-EPMC10866344 | biostudies-literature | 2024 Feb

REPOSITORIES: biostudies-literature