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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.
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Recent Advances in the Application of Selectfluor as a “Fluorine‐free” Functional Reagent in Organic Synthesis
Abstract Selectfluor, [1‐chloromethyl‐4‐fluoro‐1,4‐diazoniabicyclo‐[2.2.2]octane bis(tetrafluoroborate)], is not only an important electrophilic fluorinating agent but also a facile and efficient “fluorine‐free” functional reagent in other organic reactions. In this Minireview, we will present a brief history of Selectfluor as a transition metal oxidant, fluorine cation and radical initiator in “fluorine‐free” functionalizations over the last five years.
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- PAR ID:
- 10137332
- Publisher / Repository:
- Wiley Blackwell (John Wiley & Sons)
- Date Published:
- Journal Name:
- Chemistry – An Asian Journal
- Volume:
- 15
- Issue:
- 6
- ISSN:
- 1861-4728
- Format(s):
- Medium: X Size: p. 729-741
- Size(s):
- p. 729-741
- Sponsoring Org:
- National Science Foundation
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