Photochemically Mediated Oxidative Cross-coupling of Aminopyrazoles with 1-Thiosugars for the Synthesis of Thioglycosides
By harnessing visible-light excitation of a photocatalyst to initiate a single-electron transfer (SET) process, thereby activating glycosyl thiols to generate thiyl radicals and promote their coupling with aminopyrazoles, this work establishes an efficient photocatalytic strategy for C-S bond construction. This process involves radical addition for thioglycosyl incorporation, followed by oxidative deprotonation to furnish the target products in yields of up to 90%. Consequently, this method enables the efficient synthesis of diverse thioglycosylated pyrazole derivatives under mild conditions, exhibiting a broad substrate scope, excellent functional-group tolerance, and promising scalability, thus providing a green and sustainable synthetic approach.
Authors
- Nan Yan (ORCID: https://orcid.org/0000-0001-6729-2448)
- Shan Wen
- Xian-Hao Wang
- Shu-Han Zou
- De-Kai Liu
Institutions
- Jiangxi University of Water Resources and Electric Power (CN)
- Jiangxi Normal University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-10-24
- DOI
- https://doi.org/10.1021/acs.joc.6c01248
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00