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Mechanochemical synthesis of aromatic ketones: pyrylium tetrafluoroborate mediated deaminative arylation of amides

Satenik Mkrtchyan, Oleksandr Shalimov, Michael G. Garcia, Jiří Zapletal, Viktor O. Iaroshenko

2024Chemical Science15 citationsDOIOpen Access PDF

Abstract

A new method has been introduced that is able to tackle the complexities of N-C(O) activation in amide moieties through utilization of pyrylium tetrafluoroborate in a mechanochemical setting, where amide bonds undergo activation and subsequent conversion to biaryl ketones. Due to the employment of a mechanochemical setting, the reaction conforms to green chemistry principles, offering an environmentally friendly approach to traditional amide derivatization techniques that rely on transition metals to achieve further functionalization.

Topics & Concepts

ChemistryTetrafluoroborateCombinatorial chemistryOrganic chemistryStereochemistryMedicinal chemistryIonic liquidCatalysisChemical Synthesis and AnalysisAdvanced Synthetic Organic ChemistryAsymmetric Synthesis and Catalysis