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Communication | Regular issue | Vol 23, No. 1, 1985, pp.57-60
Published online, 1st January, 1970
DOI: 10.3987/R-1985-01-0057
Nucleophilic Addition of Dilithiated Amides to 3-Substituted Pyridines

Ralph Allen Whitney* and John M. Boyle

*Department of Chemistry, Queen’s University, Kingston, Ontario K6L 3N6, Canada


Dilithiated amides (2), derived from N-phenyl or N-methylacetamide and n-BuLi, react with 3-cyanopyridine (1a), 3-(1,3-oxazol-2-in-2-yl)pyridine (1b) or 3-(4,4-dimethyl 1,3-oxazol-2-in-2yl)pyridine (1c) to give dihydropyridines. The major isomer obtained in each case is the 1,6-dihydropyridine (3a-f).