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Photocatalytic regioselective four-component radical relay carbonylation for α-aminoketones synthesis

Maolin Yang, Xiao‐Feng Wu

2025Chemical Science6 citationsDOIOpen Access PDF

Abstract

Regioselective transformation is among the long-standing challenges in organic synthesis, particularly involving gas trapping. We present here a novel photocatalytic strategy for the regioselective carbonylation reaction toward α-aminoketones. Experimental studies reveal that protonic acids dissociated from protonated amines facilitate the reactions of low-reactive aldehydes and enhance the electrophilicity of imines, thereby promoting the efficient coupling of less nucleophilic acyl radicals. This approach introduces a reliable framework for controlling regioselectivity in photocatalytic multi-radical-coupled CO trapping reactions, broadens the chemical space of α-aminoketones, and advances carbonylation reactions for sustainable development.

Topics & Concepts

RegioselectivityCarbonylationPhotocatalysisChemistryComponent (thermodynamics)Combinatorial chemistryRelayOrganic chemistryCatalysisCarbon monoxidePhysicsThermodynamicsQuantum mechanicsPower (physics)Radical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Photocatalytic regioselective four-component radical relay carbonylation for α-aminoketones synthesis | Litcius