학술논문

Site‐Selective S‐Arylation of 1‐Thiosugars with Aryl Thianthrenium Salts through Copper(I)‐Mediated, Photoredox‐ Catalyzed Reactions.
Document Type
Article
Source
Advanced Synthesis & Catalysis. 5/28/2024, Vol. 366 Issue 10, p2344-2351. 8p.
Subject
*COPPER salts
*COPPER
*ARYL halides
*HALOGENS
*BLUE light
*NATURAL products
Language
ISSN
1615-4150
Abstract
A process for the synthesis of aryl thioglycosides from the aryl thianthrenium salts and 1‐thiosugars is achieved by copper(I)‐mediated, photoredox‐catalyzed reactions. The desired products could be obtained in 32% to 78% yield after irradiation with 34 W blue light at room temperature. Various functional groups, especially including halogen groups, were well tolerated under standard reaction conditions. This strategy differs conceptually from all previous S‐glycosylations in that thiosugar functionality could be incorporated into complex natural products or drugs at a late stage site‐selectively, which has not been shown via aryl halides and aryldiazonium salts. [ABSTRACT FROM AUTHOR]