287969-78-2Relevant academic research and scientific papers
Superacid-catalyzed reactions of olefinic pyrazines: An example of anti-markovnikov addition involving superelectrophiles
Zhang, Yiliang,Briski, Jason,Zhang, Yun,Rendy, Rendy,Klumpp, Douglas A.
, p. 2505 - 2508 (2007/10/03)
(Chemical Equation Presented) Olefinic pyrazines are found to react with benzene in CF3SO3H and give anti-Markovnikov-type addition products. We propose that this is caused by two effects: destabilization of the carbocationic interme
Naphthalene-catalysed lithiation of chlorinated nitrogenated aromatic heterocycles and reaction with electrophiles
Gómez, Inmaculada,Alonso, Emma,Ramón, Diego J.,Yus, Miguel
, p. 4043 - 4052 (2007/10/03)
Naphthalene catalysed reductive lithiation of various chloroazines (1, 7, 10, 13) in the presence of different electrophiles yields, after hydrolysis, the expected functionalised heterocycles with one (2, 8), two (11, 14a-d) and three nitrogen atoms in the ring (14e,f). This methodology allowed us to trap in situ the lithium imine derived from the reaction of 2- pyridyllithium with benzonitrile, by reaction with a Grignard reagent in the presence of titanium alkoxides. 2,4-Dimethoxypyrimidines (14a,c,d) are demethylated under acidic conditions to give the corresponding uracil derivatives 16. (C) 2000 Elsevier Science Ltd.
