Potassium Alkynyltrifluoroborates Research Articles

The use of potassium alkynyltrifluoroborates in Mannich reactions

Potassium alkynyltrifluoroborates react with amines and salicylaldehydes in the presence of benzoic acid to generate highly functionalized amines. Ionic liquids such as butylmethylimidazolium tetrafluoroborate (BmimBF 4) are suitable solvents for the reaction.

Development of the Suzuki—Miyaura Cross‐Coupling Reaction: Use of Air‐Stable Potassium Alkynyltrifluoroborates in Aryl Alkynylations.

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Development of the suzuki-miyaura cross-coupling reaction: use of air-stable potassium alkynyltrifluoroborates in aryl alkynylations.

The palladium-catalyzed cross-coupling reaction of potassium alkynyltrifluoroborates with aryl halides or triflates proceeds readily with moderate to excellent yields. The potassium alkynyltrifluoroborates are air- and moisture-stable crystalline solids that can be stored indefinitely, which will provide an advantage in applications to combinatorial chemistry. The alkynyl cross-coupling reaction can be effected using 9 mol % of PdCl2(dppf).CH2Cl2 as catalyst in THF or THF-H2O in the presence of Cs2CO3 as the inorganic base. A variety of functional groups are tolerated in both partners.