Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Synthesis of β-Fluorovinyliodonium Salts by the Reaction of Alkynes with Hypervalent Iodine/HF Reagents

Synthesis of β-Fluorovinyliodonium Salts by the Reaction of Alkynes with Hypervalent Iodine/HF Reagents
Tsugio Kitamura, Shota Mizuno, Juzo Oyamada, Kensuke Muta
The reaction of alkynes with PhIO and Py·HF followed by treatment with BF3·OEt2 gave β-fluorovinyliodonium tetrafluoroborates in good to high yields. More conveniently, the reaction using PhI and Py·HF in the presence of m-CPBA also afforded β-fluorovinyliodonium tetrafluoroborates in good yields. These methods have the advantages that β-fluorovinyliodonium salts can be prepared without ArIF2.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b03223

DOI: 10.1021/acs.joc.7b03223

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