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

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

doi:10.1002/anie.202114513

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

Journal Article · Wed Dec 15 00:00:00 EST 2021 · Angewandte Chemie (International Edition)

DOI:https://doi.org/10.1002/anie.202114513· OSTI ID:1976273

Tung, Pinku ^[1]; Schuhmacher, Anne ^[2]; Schilling, Philipp E. ^[2]; Bode, Jeffrey W. ^[2]; ^[3]

University of Illinois, Chicago, IL (United States); OSTI
Eidgenoessische Technische Hochschule (ETH), Zurich (Switzerland)
University of Illinois, Chicago, IL (United States)

Here 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, B₂(pin)₂, and aqueous KHF₂. 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.

View Accepted Manuscript (DOE)

Research Organization:: University of Illinois at Urbana-Champaign, IL (United States)

Sponsoring Organization:: Eidgenoessische Technische Hochschule (ETH), Zurich (Switzerland); Swiss Chemical Industry (SSCI); USDOE; USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0021055

OSTI ID:: 1976273

Alternate ID(s):: OSTI ID: 1837795

Journal Information:: Angewandte Chemie (International Edition), Journal Name: Angewandte Chemie (International Edition) Journal Issue: 7 Vol. 61; ISSN 1433-7851

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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