Expeditious Functionalization of Quinolines in Positions 2 and 8 via Polyfunctional­ Aryl- and Heteroarylmagnesium Intermediates

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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