Litcius/Paper detail

Preparation of Potassium Acyltrifluoroborates (KATs) from Carboxylic Acids by Copper‐Catalyzed Borylation of Mixed Anhydrides**

Pinku Tung, Anne Schuhmacher, Philipp Schilling, Jeffrey W. Bode, Neal P. Mankad

2021Angewandte Chemie International Edition20 citationsDOIOpen Access PDF

Abstract

Abstract We report the preparation of potassium acyltrifluoroborates (KATs) from widely available carboxylic acids. Mixed anhydrides of carboxylic acids were prepared using isobutyl chloroformate and transformed to the corresponding KATs using a commercial copper catalyst, B 2 (pin) 2 , and aqueous KHF 2 . This method allows for the facile preparation of aliphatic, aromatic, and amino acid‐derived KATs and is compatible with a variety of functional groups including alkenes, esters, halides, nitriles, and protected amines.

Topics & Concepts

ChemistryBorylationCopperOrganic chemistryCatalysisCarboxylic acidPotassiumHalideAlkylArylCatalytic Cross-Coupling ReactionsChemical Synthesis and AnalysisOrganoboron and organosilicon chemistry