Regiochemistry in addition of Grignard reagents to N,N'-dibenzylated 2-purinones

Article abstract of DOI:10.1016/0040-4020(96)00779-X

1,3-, 1,7-, 1,9- and 3,7-dibenzylpurin-2-one form stable adducts when reacted with Grignard reagents. Reaction took place in the purine 6- or 8-position, and substantial differences in the regiochemical outcome of the reactions were found among the isomers. Several new classes of purinones are described here for the first time. The structure elucidations of the products were accomplished by HETCOR, COLOC, GA-HMQC and GA-HMBC NMR spectroscopy.