Fluorinative Cyclization of ortho -Diisocyanoarenes: One-Pot Synthesis of N -CF 3 and N -CF 2 H Benzimidazoles

N-Fluoroalkyl azoles are vital drug motifs, yet their synthesis remains challenging. We report a one-pot synthesis of N-CF3 and N-CF2H benzimidazoles from ortho-diisocyanoarenes using AgF or Py·9HF. The reaction involves fluorinating one isocyano group to an amino anion, followed by 5-endo-dig cyclization with an in situ nitrilium ion. This mild, efficient protocol offers good yields and scalability. Its utility is shown via diverse postfunctionalizations and the concise synthesis of an N-CF3 omeprazole analogue.