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Synlett 2019; 30(10): 1178-1182
DOI: 10.1055/s-0037-1611737
DOI: 10.1055/s-0037-1611737
cluster
Electrochemical C(sp3)–H Fluorination
Financial support for this work was provided by the NSF (#1740656), Pfizer, AGC Inc. (to Y.T.), Nankai University (to M.C.), the George E. Hewitt Foundation (to Y.K.), a Fulbright Scholar Fellowship (to P.M.), JSPS (to H.N.), the Swedish Research Council (VR 2017-00362 to B.K.P.), NSF GRFP (#2017237151) and a Donald and Delia Baxter Fellowship (to S.H.R.).
Further Information
Publication History
Received: 23 January 2019
Accepted after revision: 27 January 2019
Publication Date:
01 March 2019 (online)
Published as part of the Cluster Electrochemical Synthesis and Catalysis
Abstract
A simple and robust method for electrochemical alkyl C–H fluorination is presented. Using a simple nitrate additive, a widely available fluorine source (Selectfluor), and carbon-based electrodes, a wide variety of activated and unactivated C–H bonds are converted into their C–F congeners. The scalability of the reaction is also demonstrated with a 100 gram preparation of fluorovaline.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611737.
- Supporting Information
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References and Notes
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For selected reviews on synthetic electrochemistry, see:
For a general overview of aliphatic C–H fluorination, see:
For specific examples, see:
For selected examples, see:
For selected examples, see: