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

Authors
Molander, Gary A.; Ham, Jungyeob; Seapy, Dave G.
Issue Date
2007-01-15
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Citation
TETRAHEDRON, v.63, no.3, pp.768 - 775
Abstract
The Suzuki-Miyaura-type cross-coupling reaction of potassium alkyltrifluoroborates with various alkenyl bromides in the presence of 10 mol % of PdCl2(dppf)center dot CH2Cl2 and 3.0 equiv of Cs2CO3 in aqueous toluene at 80 degrees C provided the desired compounds in 63-95% yields. A variety of functional groups in the potassium alkyltrifluoroborates were tolerated under the basic conditions. (c) 2006 Elsevier Ltd. All rights reserved.
Keywords
EXPANDING ORGANOBORON CHEMISTRY; EFFICIENT AGENTS; ARYL; DERIVATIVES; CROTYLATION; ALLYLATION; ALDEHYDES; CHLORIDES; EXPANDING ORGANOBORON CHEMISTRY; EFFICIENT AGENTS; ARYL; DERIVATIVES; CROTYLATION; ALLYLATION; ALDEHYDES; CHLORIDES; Organotrifluoroborate; Suzuki-Miyaura reaction; alkenylbromides; alkyltrifluoroborates; cross-coupling reaction; sp2-sp3 bond
ISSN
0040-4020
URI
https://pubs.kist.re.kr/handle/201004/134739
DOI
10.1016/j.tet.2006.10.088
Appears in Collections:
KIST Article > 2007
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