Alcohol Etherification via Alkoxy Radicals Generated by Visible-Light Photoredox Catalysis.

ABSTRACT: A mechanistically divergent method is described that, employing a commercially available hypervalent iodine(III) reagent, generates alkoxy radicals from 1°, 2°, and 3° alcohols and allows their use in the functionalization of C(sp³)-H and C(sp²)-H bonds. This visible-light photoredox catalysis produces alkyl ethers via 1,5/6-hydrogen atom transfer or aryl ethers via 1,5-addition. This mild methodology provides a practical strategy for the synthesis of acetals, orthoesters, tetrahydrofurans, and chromanes.

SUBMITTER: Rivero AR 

PROVIDER: S-EPMC7653678 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature