Photoredox-Catalyzed Deoxygenative C–H Alkylation of Azauracils via Xanthate-Activated Alcohols
A visible-light-driven method has been developed for the deoxygenative alkylation of azauracils with alcohols, utilizing xanthate salts as alkylation precursors in the presence of tricyclohexylphosphine. This approach features mild conditions, high step efficiency, and a broad substrate scope, enabling the use of primary, secondary and tertiary alcohols as alkylating agents. Additionally, mechanistic investigations suggest a photoredox-mediated radical pathway that involves xanthate intermediates, thereby enhancing the reaction selectivity.
Authors
- Yuntao Xia (ORCID: https://orcid.org/0000-0002-2037-4531)
- Jinwei Yuan (ORCID: https://orcid.org/0000-0002-4226-1853)
- Liangru Yang (ORCID: https://orcid.org/0000-0001-8645-5505)
- Yongmei Xiao (ORCID: https://orcid.org/0009-0008-2240-3296)
- Ling Cui
- Lili Wang (ORCID: https://orcid.org/0009-0005-6027-0218)
- Dongliang Xing
- Lingbo Qu
Institutions
- Henan University of Technology (CN)
- Henan Academy of Sciences (CN)
- Fifth Affiliated Hospital of Zhengzhou University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-09-20
- DOI
- https://doi.org/10.1021/acs.joc.5c02047
- Citations
- 2
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.87