33831-51-5Relevant academic research and scientific papers
Four-component synthesis of functionalized 2,2′-bipyridines based on the Blaise reaction
Hommes, Paul,Jungk, Phillip,Reissig, Hans-Ulrich
scheme or table, p. 2311 - 2314 (2011/10/31)
In situ C-acylation of the Blaise intermediate - as reported by Lee and coworkers - provides α-acyl-β-enamino esters that are versatile building blocks for the preparation of N-heterocycles. The corresponding N-acylated β-ketoenamides can be employed in the synthesis of 4-hydroxypyridine derivatives. N-Acylation of the α-acyl-β-enamino esters with 2-picolyl chloride furnished β-ketoenamides, and the subsequent TMSOTf/base-promoted intramolecular condensation reaction led to 4-hydroxy-2,2′-bipyridine derivatives. Conversion into 2,2′-bipyrid-4-yl nonaflates allowed further functionalization such as palladium-catalyzed coupling reactions. Georg Thieme Verlag Stuttgart - New York.
