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Controlled Single and Double Iodofluorination of Alkynes with DIH- and HF-Based Reagents

Lukas Pfeifer and Véronique Gouverneur*

*Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford, OX1 3TA, U.K., Email: veronique.gouverneurchem.ox.ac.uk

L. Pfeifer, V. Gouverneur, Org. Lett., 2018, 20, 1576-1579.

DOI: 10.1021/acs.orglett.8b00321 (free Supporting Information)


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Abstract

The use of 1,3-diiodo-5,5,-dimethylhydantoin and HF-based reagents enables a regio- and stereoselective iodofluorination of internal and terminal alkynes. A facile method for a controlled regioselective double iodofluorination of terminal alkynes is also presented.

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Key Words

iodination, fluorination, 1,3-diiodo-5,5,-dimethylhydantoin, multicomponent reactions


ID: J54-Y2018