Photooxidation of thiosaccharides mediated by sensitizers in aerobic and environmentally friendly conditions.

ABSTRACT: A series of β-d-glucopyranosyl derivates have been synthesized and evaluated in photooxidation reactions promoted by visible light and mediated by organic dyes under aerobic conditions. Among the different photocatalysts employed, tetra-O-acetyl riboflavin afforded chemoselectively the respective sulfoxides, without over-oxidation to sulfones, in good to excellent yields and short reaction times. This new methodology for the preparation of synthetically useful glycosyl sulfoxides constitutes a catalytic, efficient, economical, and environmentally friendly oxidation process not reported so far for carbohydrates.

SUBMITTER: Traverssi MG 

PROVIDER: S-EPMC8695230 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature