One‐Electron Injection‐triggered Radical Reaction of Alkyl Benzoates Promoted by 1,4‐Bis(diphenylamino)benzene Photocatalysis
Takashi Koike, Ryo Okumura, Tomoki Kato, Manabu Abe, Munetaka Akita
Abstract
Abstract The ester group is one of the most ubiquitous functional groups in natural products and synthetic organic molecules. Herein, we describe the photocatalytic generation of alkyl radicals from readily accessible alkyl benzoate esters. The excited organic photocatalyst 1,4‐bis(diphenylamino)benzene (BDB) plays a vital role as a one‐electron injector. The present photoredox‐catalytic system realizes the hydroxy‐1,1‐dialkylfluoroethylation of aromatic alkenes. Finally, a strategy is developed for generation of fluoroalkyl radicals from the corresponding readily available 2‐fluorinated 1,1‐dialkylethanols.
Topics & Concepts
PhotocatalysisBenzeneChemistryAlkylRadicalPhotoredox catalysisPhotochemistryCatalysisBenzoatesOrganic chemistryFluorine in Organic ChemistryRadical Photochemical ReactionsSulfur-Based Synthesis Techniques