Iodide AnionModulates Halide Equilibrium in Cobalt-CatalyzedCross-Electrophile Coupling to <i>C</i> -(Hetero)arylGlycosides
Abstract C-(Hetero)aryl glycosides are privileged in pharmaceutical chemistry, yet their stereoselective synthesis remains challenging. We report an iodide-anion-enabled cobalt-catalyzed reductive cross-electrophile coupling of glycosyl chlorides with (hetero)aryl bromides, affording C-(hetero)aryl glycosides with high efficiency and stereoselectivity. Mechanistic studies reveal that iodide modulates halide coordination at cobalt, preventing Co–Cl deactivation and enabling the formation of the active L9–CoI2(II) species. This work establishes iodide as a multifunctional promoter in cobalt-catalyzed C-glycosylation.
Authors
- Jinhui Yang (ORCID: https://orcid.org/0000-0002-9381-1560)
- Zhi‐Jie Niu
- Mei-Ze Xu
- Xue‐Yuan Liu (ORCID: https://orcid.org/0000-0002-8862-9924)
- Yong‐Min Liang (ORCID: https://orcid.org/0000-0001-8280-8211)
- Hu-Yi Li
- Hao Wang
Institutions
- Ningxia University (CN)
- Lanzhou University of Technology (CN)
- Lanzhou University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-08-14
- DOI
- https://doi.org/10.1021/acs.orglett.6c02558
- Primary Topic
- Carbohydrate Chemistry and Synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Science and Technology Program of Gansu Province