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

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...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2021-12, Vol.61 (7)
Main Authors: Tung, Pinku, Schuhmacher, Anne, Schilling, Philipp E., Bode, Jeffrey W., Mankad, Neal P.
Format: Article
Language:English
Online Access:Get full text
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Summary: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.
ISSN:1433-7851
1521-3773