4.8 Article

Direct Hydrofluorination of Methallyl Alkenes Using a Methanesulfonic Acid/Triethylamine Trihydrofluoride Combination

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ORGANIC LETTERS
卷 21, 期 23, 页码 9759-9762

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03950

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  1. Natural Sciences and Engineering Research Council of Canada (NSERC)
  2. Fonds de recherche du Quebec-Nature et technologies (FRQ-NT)
  3. Universite Laval

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The use of a methanesulfonic acid/triethylamine trihydrofluoride combination for the direct hydrofluorination of methallyl-containing substrates is reported. Under those metal-free conditions that use readily available, cheap, and easy to handle reagents, a range of methallyl alkenes could be converted to their corresponding tertiary fluoride in up to 78% yield. Finally, a promising result for the adaptation of this chemistry to continuous flow conditions is reported.

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