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Synthesis 2017; 49(22): 4978-4985
DOI: 10.1055/s-0036-1588527
DOI: 10.1055/s-0036-1588527
paper
Visible-Light-Induced Trifluoromethylation of Highly Functionalized Arenes and Heteroarenes in Continuous Flow
The authors acknowledge the European Union for a Marie Curie ITN Grant (Photo4Future, Grant No. 641861). Further financial support for this work was provided by a VIDI grant (T.N., SensPhotoFlow, No. 14150).Weitere Informationen
Publikationsverlauf
Received: 07. Juni 2017
Accepted after revision: 07. Juli 2017
Publikationsdatum:
09. August 2017 (online)
Abstract
We report a continuous-flow protocol for the trifluoromethylation of arenes, heteroarenes, and benzofused heterocycles. This photoredox methodology relies on the use of solid sodium trifluoromethanesulfinate (CF3SO2Na) as the trifluoromethylating agent and the iridium complex [Ir{dF(CF3)ppy}2](dtbpy)]PF6 as the photoredox catalyst. A diverse set of highly functionalized heterocycles proved compatible with the methodology, and moderate to good yields were obtained within 30 minutes of residence time.
Key words
trifluoromethylation - photoredox catalysis - continuous flow - Langlois reagent - visible lightSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1588527.
- Supporting Information
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