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Synfacts 2014; 10(10): 1071
DOI: 10.1055/s-0034-1379125
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

One-Step Preparation of Potassium Acyltrifluoroborates

Contributor(s):
Paul Knochel
,
Thomas Klatt
Erős G, Kushida Y, Bode JW * ETH Zürich, Switzerland
A Reagent for the One-Step Preparation of Potassium Acyltrifluoroborates (KATs) from Aryl and Heteroarylhalides.

Angew. Chem. Int. Ed. 2014;
53: 7604-7607
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Further Information

Publication History

Publication Date:
17 September 2014 (online)

 
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Key words

arenes - boron - lithiation

Significance

The authors report a novel reagent for the synthesis of potassium acyltrifluoroborates (KATs). These reagents are stable, soluble zwitterions prepared by S-alkylation of a thioformamide trifluoroboronate. Starting from aryl- and hetero­aryl halides, the described protocol considerably expands the synthetic scope of acyl boron compounds.


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Comment

Several new classes of boronates, including thioformamide, formamide, and imidate derivatives, were introduced in this work. The protocol is suitable for the preparation of KATs containing pyridines, esters, nitro groups, and halides.


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