Niu, BenSachidanandan, KrishnakumarCooke, Maria VictoriaCasey, Taylor E.Laulhé, Sébastien2023-09-252023-09-252022Niu B, Sachidanandan K, Cooke MV, Casey TE, Laulhé S. Photoinduced C(sp3)-H Chalcogenation of Amide Derivatives and Ethers via Ligand-to-Metal Charge-Transfer. Org Lett. 2022;24(25):4524-4529. doi:10.1021/acs.orglett.2c01505https://hdl.handle.net/1805/35738A photoinduced, iron(III) chloride-catalyzed C-H activation of N-methyl amides and ethers leads to the formation of C-S and C-Se bonds via a ligand-to-metal charge transfer (LMCT) process. This methodology converts secondary and tertiary amides, sulfonamides, and carbamates into the corresponding amido-N,S-acetal derivatives in good yields. Mechanistic work revealed that this transformation proceeds through a hydrogen atom transfer (HAT) involving chlorine radical intermediates.en-USPublisher PolicyAmidesEthersFerric compoundsHydrogenLigandsPhotoinduced C(sp3)-H Chalcogenation of Amide Derivatives and Ethers via Ligand-to-Metal Charge-TransferArticle