134221-55-9Relevant academic research and scientific papers
Deprotonative metalation of chloro- and bromopyridines using amido-based bimetallic species and regioselectivity-computed CH acidity relationships
Snegaroff, Katia,Nguyen, Tan Tai,Marquise, Nada,Halauko, Yury S.,Harford, Philip J.,Roisnel, Thierry,Matulis, Vadim E.,Ivashkevich, Oleg A.,Chevallier, Floris,Wheatley, Andrew E. H.,Gros, Philippe C.,Mongin, Florence
experimental part, p. 13284 - 13297 (2012/02/03)
A series of chloro- and bromopyridines have been deprotometalated by using a range of 2,2,6,6-tetramethylpiperidino-based mixed lithium-metal combinations. Whereas lithium-zinc and lithium-cadmium bases afforded different mono- and diiodides after subsequent interception with iodine, complete regioselectivities were observed with the corresponding lithium-copper combination, as demonstrated by subsequent trapping with benzoyl chlorides. The obtained selectivities have been discussed in light of the CH acidities of the substrates, determined both in the gas phase and as a solution in THF by using the DFT B3LYP method.
Chemo- and regioselective functionalization of uracil derivatives. Applications to the synthesis of oxypurinol and emivirine
Boudet, Nadege,Knochel, Paul
, p. 3737 - 3740 (2007/10/03)
A novel route for the synthesis of 4,5-difunctionalized uracils using a chemo- and regioselective bromine/magnesium exchange reaction on 5-bromo-4-halogeno-2,6-dimethoxypyrimidines has been developed. Applications to the synthesis of pharmaceuticals such as oxypurinol and emivirine are reported.
