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Pyridino-directed lithiation of anisylpyridines: new access to functional pyridylphenols
Authors:Michaël Parmentier  Yves Fort
Institution:Synthèse Organométallique et Réactivité, UMR CNRS 7565, Université Henri Poincaré, Bd des Aiguillettes, 54506, Vandoeuvre-lès-Nancy, France
Abstract:The lithiation of nine anisylpyridines has been studied. While usual reagents did not react or gave addition products on pyridine ring, the BuLi-LiDMAE (LiDMAE=Me2N(CH2)2OLi) superbase induced exclusive pyridino directed metallation. The usefulness of this new reaction allowed the efficient preparation of a range of alpha functional pyridylphenols. A successful subsequent cyclisation of an appropriate isomer into corresponding benzofuropyridine was also performed.
Keywords:Selective lithiation  Pyridino-direction  Anisylpyridines  Cyclization
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