Cerium photocatalyzed dehydrogenative lactonization of 2-arylbenzoic acids

Abstract

Cerium photocatalytic dehydrogenative lactonization of 2-arylbenzoic acids yields synthetically useful benzo-3,4-coumarin derivatives in gram scale under mild reaction conditions.

Cerium-photocatalyzed aerobic oxidation of benzylic alcohols to aldehydes and ketones

“…CeCl 3 reacts via ligand-to-metal charge transfer generating oxygen-centered radicals, that lead to carbon-centered radicals through intra/intermolecular hydrogen atom transfer (HAT) processes, radical decarboxylative or radical deformylation [57][58][59]. In continuation of our research interest on visible-lightdriven cerium photocatalysis [59,65], we herein report a mild aerobic photocatalytic oxidation of benzylic alcohols to aldehydes and ketones using 10 mol % CeCl 3 •7H 2 O (Scheme 1).…”

Visible‐Light‐Induced Vicinal Dichlorination of Alkenes through LMCT Excitation of CuCl2

“…Based on the previously demonstrated facile LMCT excitation of cerium salts, [10b,e–i,l] we initially examined the application of CeCl 3 ⋅7 H 2 O to the dichlorination of the aliphatic alkene 1 . However, none of the desired product 2 was obtained upon irradiation with a 38 W white LED (Supporting Information, Table S1, entry 1).…”

Visible Light‐Induced Synthesis of Functionalized Coumarins

“…Besides photocatalyst-assisted strategies, very recently, Yatham and co-workers reported a visible lightmediated cerium-catalyzed synthesis of benzo-3,4coumarins 79 via a dehydrogenative lactonization of 2arylbenzoic acids 68 (Scheme 27(a)). [53] The reaction had shown a wide substrate scope with a good functional group tolerance. Interestingly, the protocol successfully worked on a gram scale.…”