Jelier Benson J, Tripet Pascal F, Pietrasiak Ewa, Franzoni Ivan, Jeschke Gunnar, Togni Antonio
Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, Vladimir-Prelog-Weg 2, 8093, Zürich, Switzerland.
Department of Chemistry, University of Toronto, Toronto, M5S 3H6, Canada.
Angew Chem Int Ed Engl. 2018 Oct 15;57(42):13784-13789. doi: 10.1002/anie.201806296. Epub 2018 Aug 7.
A simple trifluoromethoxylation method enables non-directed functionalization of C-H bonds on a range of substrates, providing access to aryl trifluoromethyl ethers. This light-driven process is distinctly different from conventional procedures and occurs through an OCF radical mechanism mediated by a photoredox catalyst, which triggers an N-O bond fragmentation. The pyridinium-based trifluoromethoxylation reagent is bench-stable and provides access to synthetic diversity in lead compounds in an operationally simple manner.
一种简单的三氟甲氧基化方法能够对一系列底物上的C-H键进行非定向官能化,从而获得芳基三氟甲基醚。这种光驱动过程与传统方法明显不同,它通过光氧化还原催化剂介导的OCF自由基机制发生,该机制会引发N-O键断裂。基于吡啶鎓的三氟甲氧基化试剂在室温下稳定,并且以操作简单的方式为先导化合物的合成多样性提供了途径。