Photoinduced C(sp³)-H Chalcogenation of Amide Derivatives and Ethers via Ligand-to-Metal Charge-Transfer.

ABSTRACT: A 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.

SUBMITTER: Niu B 

PROVIDER: S-EPMC9650966 | biostudies-literature | 2022 Jul

REPOSITORIES: biostudies-literature