Photoredox-Catalyzed Deconstructive Sulfinamidation of Pro-Aromatic Carbocycles: A Sustainable Approach
Sulfinamides make up a class of valuable chemicals with broad applications in organic synthesis and pharmaceutical research. Herein, we report a photocatalytic method for the straightforward synthesis of functionalized alkylsulfinamides from spiro pro-aromatic carbocycles with excellent atom economy. A variety of pro-aromatic carbocycles readily undergo C-C bond cleavage/sulfinamidation with <i>N</i>-sulfinylamines, yielding distally and site-specifically heteroarylated alkylsulfinamides with excellent yields and remarkable functional group tolerance. Mechanism studies indicate a radical pathway for this transformation.
Authors
- Li‐Na Guo (ORCID: https://orcid.org/0000-0002-9789-6952)
- Hong-Jie Miao
- Xin‐Hua Duan (ORCID: https://orcid.org/0000-0002-1527-5934)
- Hongfei Liu (ORCID: https://orcid.org/0000-0003-4795-1113)
- Yue-Jie Niu
- Wenpeng Yang
Institutions
- State Key Laboratory of Applied Organic Chemistry
- Lanzhou University (CN)
- Xi'an Jiaotong University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-09-25
- DOI
- https://doi.org/10.1021/acs.joc.5c01834
- Citations
- 2
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 1.87