1622923-40-3Relevant academic research and scientific papers
Catalytic Synthesis of Potassium Acyltrifluoroborates (KATs) through Chemoselective Cross-Coupling with a Bifunctional Reagent
Wu, Dino,Fohn, Nicole A.,Bode, Jeffrey W.
supporting information, p. 11058 - 11062 (2019/07/17)
Potassium acyltrifluoroborates (KATs) are increasingly important functional groups, and general methods for their preparation are of great current interest. We report a bifunctional iminium reagent bearing both a tin nucleophile and a trifluoroborate, which was applied in chemoselective Pd0-catalyzed Migita–Kosugi–Stille cross-coupling reactions owith aryl and vinyl halides. This method gives access to previously inaccessible aromatic and α,β-unsaturated acyltrifluoroborates, including precursors to amino-acid derived KATs.
Synthesis of Bifunctional Potassium Acyltrifluoroborates
Liu, Sizhou M.,Mazunin, Dmitry,Pattabiraman, Vijaya R.,Bode, Jeffrey W.
supporting information, p. 5336 - 5339 (2016/11/02)
New bifunctional potassium acyltrifluoroborate (KAT) substrates have been synthesized in gram scale using optimized reaction conditions. Chemoselective transformation of functional groups in the presence of an acyltrifluoroborate has been demonstrated, an
A reagent for the one-step preparation of potassium acyltrifluoroborates (KATs) from aryl- and heteroarylhalides
Eroes, Gabor,Kushida, Yo,Bode, Jeffrey W.
supporting information, p. 7604 - 7607 (2014/08/05)
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.
