Journal
SYNTHESIS-STUTTGART
Volume -, Issue 8, Pages 1325-1332Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-2006-926397
Keywords
hydroxyquinolines; cross-coupling; boron derivatives; halogenation; regioselectivity
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A straightforward and general procedure for the introduction of aryl and vinyl substituents in the 5 or 7 position of 8-hydroxyquinoline has been developed. The methodology presented is based upon the Suzuki cross-coupling reaction of aryl or vinyl halides with 5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)quinolin-8-ol or 7-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)quinolin-8-ol, respectively, that have been obtained regioselectively starting from 8-hydroxyquinoline.
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