Aminoalkoxide-Mediated Formation and Stabilization of Phenylpyridyllithium: Straightforward Access to Phenylpyridine Derivatives
- 30 January 2003
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 68 (5) , 2028-2029
- https://doi.org/10.1021/jo026706o
Abstract
It is shown that lithium aggregates promoted the efficient metalation of phenylpyridines and stabilization of phenylpyridyllithium. The BuLi−LiDMAE superbase prevented dimerization or nucleophilic addition encountered with t-BuLi or n-BuLi. The reported selective pyridine ring lithiation of 2-, 3-, and 4-phenylpyridine α to nitrogen opens a straightforward access to their derivatives.Keywords
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