Visible Light-Induced Radical Cascade Functionalization of Quinoxalin-2(1<i>H</i>)-ones: Three-Component 1,2-Di(hetero)arylation Approach with Styrenes and Thianthrenium Salts
The additive-free visible light-induced three-component 1,2-di(hetero)arylation of styrenes was developed using quinoxalin-2(1<i>H</i>)-ones and thianthrenium salts. The purple visible light excitable quinoxalin-2(1<i>H</i>)-ones were utilized for the single-electron transfer to aryl thianthrenium salts, where the generated aryl radical species underwent the addition cascade to styrenes and quinoxalin-2(1<i>H</i>)-ones. The direct aryl radical addition to quinoxalin-2(1<i>H</i>)-ones also led to the formation of a side product, C3-aryl quinoxalin-2(1<i>H</i>)-ones, capable of a photoredox process to help the formation of 1,2-di(hetero)arylation products.
Authors
- Shinobu Takizawa (ORCID: https://orcid.org/0000-0002-9668-1888)
- Hun Young Kim (ORCID: https://orcid.org/0000-0002-8461-8910)
- Kyungsoo Oh (ORCID: https://orcid.org/0000-0002-4566-6573)
- Sudip Sau
Institutions
- Chung-Ang University (KR)
- The University of Osaka (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-10-09
- DOI
- https://doi.org/10.1021/acs.orglett.4c03565
- Citations
- 12
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 3.00
Funders
- National Research Foundation of Korea