title: Direct α-arylation of ethers through the combination of photoredox-mediated C-H functionalization and the Minisci reaction.
abstract: The direct α-arylation of cyclic and acyclic ethers with heteroarenes has been accomplished through the design of a photoredox-mediated CH functionalization pathway. Transiently generated α-oxyalkyl radicals, produced from a variety of widely available ethers through hydrogen atom transfer (HAT), were coupled with a range of electron-deficient heteroarenes in a Minisci-type mechanism. This mild, visible-light-driven protocol allows direct access to medicinal pharmacophores of broad utility using feedstock substrates and a commercial photocatalyst.
authors.affiliation: Merck Center for Catalysis at Princeton University, Washington Road, Princeton, NJ 08544 (USA) http://www.princeton.edu/chemistry/macmillan/
authors.forename: Jian
authors.initials: J
authors.lastname: Jin
authors.forename: David W C
authors.initials: DW
authors.lastname: MacMillan
mesh_terms: D000478:Alkylation; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D004579:Electron Transport; D004987:Ethers / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry; D008027:Light; D010084:Oxidation-Reduction
chemical_list: D004987:Ethers; D002244:Carbon; D006859:Hydrogen
keywords: CH functionalization; alkylation; ethers; heterocycles; photoredox catalysis