Electrochemically Promoted Trifluoromethylation/Cyclization for the Synthesis of Isoxazoles and Phosphoramide Compounds Bearing Trifluoromethyl
An electrochemically promoted protocol for the synthesis of (4-trifluoromethyl)isoxazoles has been successfully developed through the oxidative cyclization reaction of 2-alkyn-1-one <i>O</i>-methyloximes with CF<sub>3</sub>SO<sub>2</sub>Na. This newly developed protocol exhibits higher step economy and higher atom economy compared to existing methods. Additionally, the electrochemical cyclization reaction of <i>N-</i>(diphenylphosphoryl)acrylamides with CF<sub>3</sub>SO<sub>2</sub>Na has also been achieved, yielding a series of unexplored trifluoromethyl phosphoramide compounds without the need for additional catalysts or external oxidants. This method provides an efficient and sustainable approach to obtain various isoxazoles and nitrogen-phosphorus heterocycles bearing a CF<sub>3</sub> moiety.
Authors
- Li Tang (ORCID: https://orcid.org/0000-0003-4689-361X)
- Xinyu Tang (ORCID: https://orcid.org/0000-0002-5711-7571)
- Mu‐Xue He (ORCID: https://orcid.org/0000-0001-8725-1264)
- Yi Wu (ORCID: https://orcid.org/0000-0002-6969-4552)
- Zu‐Yu Mo (ORCID: https://orcid.org/0000-0002-9900-4022)
- Hang Liu (ORCID: https://orcid.org/0000-0003-1582-3977)
Institutions
- Guangxi University (CN)
- Guilin Medical University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-10-29
- DOI
- https://doi.org/10.1021/acs.joc.5c02139
- Citations
- 2
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.58