Catalyzed metalation applied to 2-methoxypyridine

…, M Mallet, F Marsais, G Quéguiner

Index: Trecourt, F.; Mallet, M.; Marsais, F.; Queguiner, G. Journal of Organic Chemistry, 1988 , vol. 53, # 7 p. 1367 - 1371

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Citation Number: 60

Abstract

In the Ir-deficient aromatic series, such as pyridine or quinoline, few successful metalations of monoalkoxy derivatives have been reported. Metalation is only possible when there is an activated po~ ition'~ J~ J~ or when no competitive addition can occur. 3o Thus, for example, 3-ethoxypyridine undergoes metalation at the 2-position12 when n-butyllithium-TMEDA chelate in tetrahydrofuran (THF) at-40 OC is used.