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A methodology for the lithiation of pyrimidine (1a) was developed and used for the synthesis of pyrimidylselenium compounds. The procedure involved prior complexation of 1a with 2.2 equiv. of BF3·Et2O followed by a reaction with LDA or LTMP. The pyrazinylselenium derivatives were synthesized from the direct lithiation of pyrazine (1b) as the BF3-directed lithiation failed to give the desired products...
The lithiation of N,N,N′,N′-tetraisopropylpyridine-2,6-dicarboxamide (1) and its application in the synthesis of chalcogen (Se/Te) derivatives was investigated. It was found that the selectivity of the reaction changed with the change in the amount of n-BuLi used. The lithiation of 1 with 6.1 equiv of n-BuLi followed by subsequent reactions with selenium/tellurium and iodomethane exclusively afforded...
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