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Updated: Aug 25, 2025

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
Reductive Arylation of Arylidene Malonates Using Photoredox Catalysis
Rick C Betori1, Karl A Scheidt1
1Department of Chemistry, Center for Molecular Innovation and Drug Discovery, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208, United States.
Abstract:
A strategy with arylidene malonates provides access to β-umpolung single-electron species. Reported here is the utilization of these operators in intermolecular radical-radical arylations, while avoiding conjugate addition/dimerization reactivity that is commonly encountered in enone-based photoredox chemistry. This reactivity relies on tertiary amines that serve to both activate the arylidene malonate for single-electron reduction by a proton-coupled electron transfer mechanism as well as serve as a terminal reductant. This photoredox catalysis pathway demonstrates the versatility of stabilized radicals for unique bond-forming reactions.
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