Rhodium(iii)-catalyzed CF3-carbenoid C-H functionalization of 6-arylpurines
Daria V Vorobyeva1, Mikhail M Vinogradov, Yulia V Nelyubina
1A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilov str. 28, Moscow, Russia. osipov@ineos.ac.ru.
Abstract:
An efficient method for the CF3-carbenoid C-H functionalization of 6-arylpurines has been developed. This protocol uses readily available methyl 3,3,3-trifluoro-2-diazopropionate as a cross-coupling partner and proceeds smoothly under chelation-controlled Rh(iii) catalysis. The reactions provide the corresponding carbene insertion products with high regioselectivity within a few hours and allow the introduction of both the CF3 and carboxylate functions into biologically important purine molecules including nucleoside derivatives.
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