Carbon dioxide: a reagent for simultaneous protection of nucleophilic centers and the activation of alternative locations to electrophilic attack. V. Activation of the 2- …

AR Katritzky, K Akutagawa

Index: Katritzky, Alan R.; Akutagawa, Kunihiko Journal of the American Chemical Society, 1986 , vol. 108, # 21 p. 6808 - 6809

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Citation Number: 52

Abstract

A basic tenant of heterocyclic chemistry2 is that pyridine-like3 nitrogen atoms cause the activation of ring C-methyl groups toward proton loss. In its simplest examples, 2-and 4- methylpyridine undergo a range of useful reactions which are initiated by this process. Even P-alkyl group such as those in 3-methylpyridine and 3-methylquinoline can be lithiated by lithium dii~ opropylamide.~ Similar reactions are well-known and much employed in the ...