Tetrahedron

Pyridino-directed lithiation of anisylpyridines: new access to functional pyridylphenols

M Parmentier, P Gros, Y Fort

Index: Parmentier, Michael; Gros, Philippe; Fort, Yves Tetrahedron, 2005 , vol. 61, # 13 p. 3261 - 3269

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Citation Number: 39

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 ...