Et4NCl-Promoted Electrochemical Atherton-Todd Type Reaction to Construct P(O)–F Bonds
- 23 May 2023
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 88 (11) , 7006-7014
Abstract
Anelectrochemical synthetic strategy to construct P-(O)-Fbonds was developed via the Atherton-Todd reaction. Promotedby Et4NCl, a series of biologically active phosphoric fluorideswere synthesized by use of commercially available P-(O)-H feedstocksand Et3N center dot 3HF as the F-source. With this protocol,some potentially functional P-(O)-OR and P-(O)-SR motifscould also be smoothly forged. This sustainable fluorination approachfeatures step-economy, is chemical-oxidant- and metal-catalyst-free,and offers low cost and mild conditions. Additionally, cyclic voltammetryand control experiments were conducted to propose a reasonable mechanism.Keywords
Funding Information
- Qilu University of Technology (2022PX001, 2022PX003, 2022PY002, 2022PY061)
- Taishan Scholar Project of Shandong Province (tsqn202211206)
- National Natural Science Foundation of China (22104019, 22171154, 22201152)
- Natural Science Foundation of Shandong Province (ZR2020QB008, ZR2020QB114)
- Jinan Science and Technology Bureau (2021GXRC080)
- Youth Innovative Talents Recruitment and Cultivation Program of Shandong Higher Education
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