Site-selective 18F fluorination of unactivated C–H bonds mediated by a manganese porphyrin

Abstract

The first direct C–H ¹⁸F fluorination reaction of unactivated aliphatic sites using no-carrier-added [¹⁸F]fluoride is reported. Under the influence of a manganese porphyrin/iodosylbenzene system, a variety of unactivated aliphatic C–H bonds can be selectively converted to C–¹⁸F bonds. The mild conditions, broad substrate scope and generally inaccessible regiochemistry make this radio-fluorination a powerful alternate to established nucleophilic substitution for the preparation of ¹⁸F labeled radio tracers.