A reagent for the one-step preparation of potassium acyltrifluoroborates (KATs) from aryl- and heteroarylhalides
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Date
2014-07
Publication Type
Journal Article
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yes
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Abstract
Potassium acyltrifluoroborates (KATs) are fascinating functional groups whose further exploration is limited by poor synthetic access. Documented herein is the design and synthesis of a new reagent for their one‐step preparation from aryl‐ and heteroarylhalides. The reagent is a stable, soluble zwitterion prepared by S‐alkylation of a novel thioformamide trifluoroboronate. The KATs are prepared by adding one equivalent of nBuLi to a mixture of the aryl halide and the reagent at −78 °C. This protocol is suitable for the preparation of KATs containing pyridines, esters, nitro groups, and halides.
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published
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Journal / series
Volume
53 (29)
Pages / Article No.
7604 - 7607
Publisher
Wiley-VCH
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Methods
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Date created
Subject
Arenes; Boron; Lithiation; Synthetic methods; Zwitterions
Organisational unit
03861 - Bode, Jeffrey W. / Bode, Jeffrey W.
Notes
Received 2 April 2014, Published online 30 May 2014.