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Electrochemical Fluorination of Vinyl Boronates through Donor‐Stabilized Vinyl Carbocation Intermediates**
Abstract The electrochemical generation of vinyl carbocations from alkenyl boronic esters and boronates is reported. Using easy‐to‐handle nucleophilic fluoride reagents, these intermediates are trapped to form fully substituted vinyl fluorides. Mechanistic studies support the formation of dicoordinated carbocations through sequential single‐electron oxidation events. Notably, this electrochemical fluorination features fast reaction times and Lewis acid‐free conditions. This transformation provides a complementary method to access vinyl fluorides with simple fluoride salts such as TBAF.
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- Award ID(s):
- 1764328
- PAR ID:
- 10368095
- Publisher / Repository:
- Wiley Blackwell (John Wiley & Sons)
- Date Published:
- Journal Name:
- Angewandte Chemie International Edition
- Volume:
- 61
- Issue:
- 12
- ISSN:
- 1433-7851
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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