Paired Electrocatalysis-Enabled Cross Coupling of Sulfinamides with Olefins toward the Synthesis of Vinyl Sulfoximines
We present here a novel paired electrocatalysis-enabled convenient synthesis of the (<i>E</i>)-vinyl sulfoximines through the cross-coupling reaction of sulfinamides and olefins. This protocol showed a broad substrate scope and excellent <i>E</i> selectivity of products under metal- and oxidant-free conditions. A preliminary mechanistic study suggested that fluorinated sulfoximine generated from anodic oxidation of sulfinamide was the key intermediate that was then converted into the sulfonimidoyl radical at the cathode with the help of DBU in this reaction.
Authors
- Dingguo Song (ORCID: https://orcid.org/0000-0001-7962-4374)
- Weihui Zhong (ORCID: https://orcid.org/0000-0003-0349-2226)
- Fei Ling (ORCID: https://orcid.org/0000-0002-4274-912X)
- Tao Liu (ORCID: https://orcid.org/0000-0002-5756-5614)
- Kali Zhang
- Jiyuan Guo
- Yan Tang
- Yunfei Hang
- Changdi Zheng
Institutions
- Zhejiang Hisun Pharmaceutical (China) (CN)
- Zhejiang University of Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-10-02
- DOI
- https://doi.org/10.1021/acs.orglett.4c02859
- Citations
- 7
- Primary Topic
- Synthesis and Catalytic Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.75
Funders
- National Natural Science Foundation of China
- China Postdoctoral Science Foundation
- Natural Science Foundation of Zhejiang Province