Visible-Light-Driven Synthesis of Ketonyl Cysteine Compounds by Cysteine Decysteinylation with Enol Silyl Ethers Coupling
phenylphenothiazine-photocatalyzed, radical-based desulfurative addition, using the in situ-generated tetrafluoropyridyl cysteine derivative from the thiol as a key precursor, which ensures high retention of configuration. Notably, this method features simple operation: the phenothiazine photosensitizer employed in the reaction is inexpensive and readily available in comparison with costly iridium catalysts. It also boasts the advantages of easily accessible starting materials, mild reaction conditions, excellent functional group tolerance, high stereoretention, and good yields, thus exhibiting broad applicability in the modification of complex peptide molecules.
Authors
- Qiang Zeng (ORCID: https://orcid.org/0000-0002-4933-7988)
- Jiuzhong Huang (ORCID: https://orcid.org/0000-0002-6474-7707)
- Xiaoxiao Yan
- Weiming Chen (ORCID: https://orcid.org/0000-0001-9496-7439)
- Xiaolei Wang (ORCID: https://orcid.org/0000-0002-8867-6528)
- Da Song
- Yujian Ouyang
Institutions
- Gannan Medical University (CN)
- Lanzhou University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-04-14
- DOI
- https://doi.org/10.1021/acs.orglett.6c00656
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Jiangxi Province
- Key Science and Technology Research Project in Jiangxi Province Department of Education