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
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.
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.