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  • Palladium-catalyzed cross-coupling reaction of alkenyl bromides with potassium alkyltrifluoroborates.

Palladium-catalyzed cross-coupling reaction of alkenyl bromides with potassium alkyltrifluoroborates.

Tetrahedron (2008-01-16)
Gary A Molander, Jungyeob Ham, Dave G Seapy
ABSTRACT

The Suzuki-Miyaura-type cross-coupling reaction of potassium alkyltrifluoroborates with various alkenyl bromides in the presence of 10 mol % of PdCl(2)(dppf)·CH(2)Cl(2) and 3.0 equiv of Cs(2)CO(3) in aqueous toluene at 80 °C provided the desired compounds in 49-95% yields. A variety of functional groups in the potassium alkyltrifluoroborates were tolerated under the basic conditions.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Potassium ethyltrifluoroborate, 95%
Sigma-Aldrich
2-Bromo-3-methyl-2-butene, 96%