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Substrate-controlled divergent remote C-H and N-H polyfluoroarylation of 2-aminopyrimidines with polyfluoroarenes via Pd(II)/Pd(0) catalysis.

Substrate-controlled product divergence in the reaction of 2-aminopyrimidines with polyfluoroarenes under palladium catalysis is demonstrated for the first time. The reaction of secondary N-alkylpyrimidine-2-amines with polyfluoroarenes leads to C5-H polyfluoroarylation… Click to show full abstract

Substrate-controlled product divergence in the reaction of 2-aminopyrimidines with polyfluoroarenes under palladium catalysis is demonstrated for the first time. The reaction of secondary N-alkylpyrimidine-2-amines with polyfluoroarenes leads to C5-H polyfluoroarylation via C-H/C-H coupling, while secondary N-aryl substituents yield N-H polyfluoroarylation, forming triarylamines.

Keywords: controlled divergent; substrate controlled; divergent remote; aminopyrimidines polyfluoroarenes; polyfluoroarylation; catalysis

Journal Title: Chemical communications
Year Published: 2024

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