Potassium alkynyltrifluoroborate

Molander, G. A., Katona, B. W., Machrouhi, F. Development of the Suzuki-Miyaura Cross-Coupling Reaction Use of Air-Stable Potassium Alkynyltrifluoroborates in Aryl Alkynylations. J. Org. Chem. 2002, 67, 8416-8423. 

Scheme 9.41 Potassium alkynyltrifluoroborates 113 used as reliable alkynylation reagents in Suzuki-Miyaura cross-couplings [304].

Ynamides can be easily synthesized by metal-catalyzed amidative cross-coupling of alkynes (Scheme 4.50). Other alternatives employ lithiated amides with al-kynyliodonium salts [196], or metal-catalyzed coupling of amides with alkynyl bromides [196], potassium alkynyltrifluoroborates [197], 1,1-dihalo-1-alkenes [198], or propylic acids [199]. 

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