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Fluorocyclization of -Propargylamides to Oxazoles by Electrochemically Generated ArIF.

08:00 EDT 12th September 2019 | BioPortfolio

Summary of "Fluorocyclization of -Propargylamides to Oxazoles by Electrochemically Generated ArIF."

A sustainable synthesis of 5-fluoromethyl-2-oxazoles by use of electrochemistry has been demonstrated. Hypervalent ArIF is generated by direct electrochemical oxidation of iodoarene ArI in EtN·5HF and mediates the fluorocyclization of -propargylamides to 5-fluoromethyl-2-oxazoles. The stoichiometry in ArI turned out to be a key parameter in controlling the product selectivity. This electrochemical protocol provides access to fluorinated oxazoles starting from simply available -propargylamides with yields up to 65% and offers a green alternative over conventional reagent-based approaches.

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Name: Organic letters
ISSN: 1523-7052
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