Cobalt-Catalyzed Methylselenation of Boronic Reagents with PhSO <sub>2</sub> SeCH <sub>3</sub>
A bench-stable, easy-to-handle, and feasible scalable methylselenating reagent PhSO<sub>2</sub>SeCH<sub>3</sub> was designed and prepared. An array of aryl boronic reagents could undergo electrophilic methylselenation with PhSO<sub>2</sub>SeCH<sub>3</sub> in the presence of CoCl<sub>2</sub> and 1,10-Phen to access functionalized arylmethyl selenides, which have important applications in the discovery of antineoplastic drugs. The powerful synthetic applications were demonstrated in late-stage methylselenation of bioactive molecules, 2-fold methylselenation of aryl boronic acids, trideuteromethylselenation and derivative modification of the product.
Authors
- Peng Zou (ORCID: https://orcid.org/0000-0001-5105-834X)
- Jiayi Liang (ORCID: https://orcid.org/0000-0002-8859-707X)
- Ge Wu (ORCID: https://orcid.org/0000-0001-8432-5272)
- Xiaorong Li (ORCID: https://orcid.org/0000-0001-7767-3885)
- Xinyu Zhou (ORCID: https://orcid.org/0000-0001-6067-999X)
- Lijin Wang (ORCID: https://orcid.org/0000-0003-4359-5289)
- Duojiao Ni
- Fengyin Duan
Institutions
- Chinese Academy of Sciences (CN)
- Wenzhou Medical University (CN)
- Institute of Macromolecular Chemistry (UA)
- Fujian Institute of Research on the Structure of Matter (CN)
- Yueqing People's Hospital (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-10-09
- DOI
- https://doi.org/10.1021/acs.orglett.5c03711
- Citations
- 1
- Primary Topic
- Organoselenium and organotellurium chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.31