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Synthesis 2003(2): 0233-0242
DOI: 10.1055/s-2003-36828
DOI: 10.1055/s-2003-36828
PAPER
© Georg Thieme Verlag Stuttgart · New York
Expeditious Functionalization of Quinolines in Positions 2 and 8 via Polyfunctional Aryl- and Heteroarylmagnesium Intermediates
Further Information
Received
14 November 2002
Publication Date:
22 January 2003 (online)
Publication History
Publication Date:
22 January 2003 (online)
Abstract
An efficient way to prepare functionalized 8-iodo-2-trifluoromethanesulfonyloxyquinolines is presented. The iodo functionality could be selectively converted into other residues via an iodine-magnesium exchange reaction. In addition, the trifluoromethanesulfonate functionality was used as a leaving group in Negishi cross-coupling reactions.
Key words
functionalized organomagnesium reagents - iodine-magnesium exchange - functionalized heterocycles - cross-coupling - palladium catalysis
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