Selective Denitrificative Fluorination and Desulfurative Fluorination Controlled by AgF/AgF2
Abstract The development of novel N-fluoroalkylated phosphoramidates will enrich the toolbox of organophosphorus chemistry. Here, we report the synthesis of [19F]/[18F] phosphoramidofluoridates and N-CF3 phosphoramidates via two controllable fluorinations of phenyl phosphorylcarbamodithioate (substrate S): S underwent selective P–N bond cleavage to access phosphoramidofluoridates by silver(I) fluoride and successive desulfurative fluorination to access N-CF3 phosphoramidates by silver(II) fluoride. Moreover, the desulfurative fluorination strategy can be extended to the preparation of N-CF2H, N-C2F5, and N-CF2OPh phosphoramidates.
Authors
- Jianbo Liu (ORCID: https://orcid.org/0000-0003-4470-4440)
- Zhihao Zha (ORCID: https://orcid.org/0009-0000-5360-3962)
- Min Tao (ORCID: https://orcid.org/0000-0001-7345-1580)
- Yongxing Lai
- Xingjin He
- Chang Sun
- Hui Nie
- Linbei Deng
- Xiangsong Zhang
- Wencheng Zhong
- Yali Long
- Jiasheng Qian
Institutions
- Sun Yat-sen University (CN)
- The First Affiliated Hospital, Sun Yat-sen University (CN)
- Guangzhou Medical University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-09-28
- DOI
- https://doi.org/10.1021/acs.orglett.6c03148
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00