60975-89-5Relevant articles and documents
Applications of Organolithium and Related Reagents in Synthesis. Part 3. A General Study of the Reaction of Lithium Alkyls with Pyridine Ketones
Epsztajn, Jan,Bieniek, Adam
, p. 213 - 220 (2007/10/02)
The reaction of MeLi and PhLi with acetylpyridines (1a-c) and their annelated derivatives (2a), (2b), (3), and (4) has been examined.The 3- and 4-pyridyl ketones (1b), (1c), (3), and (4) gave similar results to acetophenone and 3,4-dihydronaphthalen-1(2H)-one.In the case of the 2-pyridyl ketones (1a), (2a), and (2b) unexpectedly low yields of products resulted from the addition of RLi to the carbonyl group; the reaction was efficiently enhanced by initially adding an additional amount of LiBr.These results were accounted for by the chelation of RLi or LiBr by the 2-pyridyl ketones.