116665-07-7Relevant academic research and scientific papers
Remote controlled nucleophilicity, 2: Lithiated C(α)-substituted 4-methylpyridines
Anders,Opitz,Bauer
, p. 1221 - 1227 (1991)
C(α)-substituted 4-methylpyridines have been N-lithiated and reacted with chlorotrimethylsilane and other electrophiles. The lithiated C(α)-NMe2 substituted intermediate shows an interesting dichotomy of behavior towards electrophiles: It represents the borderline between compounds for which an extreme N or C(α) regionucleophilicity is observed.
"Remote Controlled" Nucleophilicity of Anions of some 4-Alkylpyridines: AM 1- and MNDO-Calculations, Experimental Tests
Anders, Ernst,Korn, Uwe,Stankowiak, Achim
, p. 105 - 112 (2007/10/02)
The easily accessible pyridines 10 are transformed into sodium salts 12a-c by reaction with sodium bis(trimethylsilyl)amide (11).With electrophiles 13, the salts 12 usually react to give N-substituted 4-alkylidene-1,4-dihydropyridines 5a-f.This reaction b
