Suzuki-Miyaura cross-coupling reactions of potassium vinyltrifluoroborate with aryl and heteroaryl electrophiles

Article abstract of DOI:10.1021/jo0617013

We have previously reported that the palladium-catalyzed cross-coupling reaction of potassium vinyltrifluoroborate with aryl electrophiles proceeds with good yields. Herein, we describe recent progress in optimizing the reaction, as well as outlining the scope and limitations of the reaction. The cross-coupling reaction can generally be effected using 2 mol % of PdCl₂ and 6 mol % of PPh₃ as a catalyst system in THF/H₂O with Cs ₂CO₃ as a base. Moderate to good yields are obtained in the presence of a variety of functional groups.