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Synthesis of secondary and tertiary amides without coupling agents from amines and potassium acyltrifluoroborates (KATs)

Anne Schuhmacher, Tomoya Shiro, Sarah J. Ryan, Jeffrey W. Bode

2020Chemical Science25 citationsDOIOpen Access PDF

Abstract

Oxidative amidation of potassium acyltrifluoroborates (KATs) and amines <italic>via</italic> trifluoroborate iminiums (TIMs) delivers amides without coupling agents. This unusual approach to amides can be applied for the late-stage modification of bioactive molecules and for solid-phase peptide synthesis.

Topics & Concepts

PotassiumCombinatorial chemistryChemistryCoupling (piping)Oxidative coupling of methaneMoleculePrimary (astronomy)Organic chemistryPhase (matter)Materials scienceCatalysisPhysicsMetallurgyAstronomyChemical Synthesis and AnalysisChemical Synthesis and ReactionsAdvanced Synthetic Organic Chemistry
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