Direct C−H Radical Alkylation of 1,4‐Quinones

Abstract

Abstract1,4‐Quinones display unique redox and biological properties and have multiple applications in a wide array of fields, including health. Synthesis of diversely substituted quinone‐based compounds remains difficult and usually consists of multiple step sequences. Interest in direct C−H radical alkylation of 1,4‐quinones has thus continuously grown over this last decade. These reactions involve addition of carbon‐centered radicals generated from radical precursors through decarboxylative alkylation, hydrogen‐atom abstraction, or by carbon‐halogen bond reduction. Recent progresses in radical chemistry, including photoredox catalysis, have provided useful tools for quinone functionalization. This Minireview describes the recent progress with these methodologies, including the new promising three‐component cascade reactions involving quinones and alkenes, allowing for the preparation of complex substituted 1,4‐quinones in a single step.