Keith Smith, G. El‐Hiti, A. Fekri
Jul 1, 2012
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0
Influential Citations
10
Citations
Journal
Heterocycles
Abstract
Lithiation of pyridines substituted in the 2- and 4-positions by acylaminomethyl groups, namely of the corresponding N-pyridinylmethyl)pivalamides, N'-(pyridinylmethyl)-N,N-dimethylureas and tert-butyl N-pyridinylmethylcarbamates, with two mole equivalents of t-BuLi in anhydrous THF at 78 oC takes place on the nitrogen and on the methylene group of the side-chain. The lithium reagents thus obtained react with a variety of electrophiles to give the corresponding side-chain substituted derivatives in high yields.