42768-29-6Relevant academic research and scientific papers
EFFECTIVE METHOD FOR SYNTHESIS OF α-PYRIDYL KETONES FROM ACYL CHLORIDES AND ALUMINOMETHYLPYRIDINES
Tolstikov, G. A.,Spivak, A. Yu.,Kresteleva, I. V.,Spirikhin, L. V.,Sultanova, V. S.
, p. 134 - 140 (2007/10/02)
A method is proposed for the synthesis of α-pyridyl ketones from acyl chlorides and 2-pyridylmethyl- and 4-pyridylmethylalanes.The prospects of the use of this method in the synthesis of C-pyridyl-substituted peracetylated uloses were demonstrated.
Synthetic Applications of N-N Linked Heterocycles. Part 8. Regiospecific Synthesis of 4-(α-Acylalkyl)pyridines by Attack of Lithium Enolates of Ketones γ to N-(2,6-Dimethyl-4-oxopyridin-1-yl)pyridinium Salts
Lee, Cheuk Man,Sammes, Michael P.,Katritzky, Alan R.
, p. 2458 - 2462 (2007/10/02)
The addition of N-(2,6-dimethyl-4-oxopyridin-1-yl)pyridinium salts (2) - (4) to lithium enolates (1) of ketones in tetrahydrofuran at low temperatures gives regiospecifically high yields of 1,4-dihydro-adducts (5) - (7).These are readily isolated and can be decomposed under free-radical conditions, also in high yield, to 4-(α-acylalkyl)pyridines (8) - (10).Unsymmetrical dialkyl ketones give a mixture of two isomeric products, the ratio depending upon reaction conditions and steric factors. αβ-Unsaturated ketones, however, give products resulting from reaction exclusively at the position α' to the carbonyl group.
