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Issue 44, 2020
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Drastic fluorine effect: complete reversal of the selectivity in the Au-catalyzed hydroalkoxylation reaction of fluorinated haloalkynes

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Abstract

The gold-catalyzed hydration reaction of haloalkynes is highly regioselective producing 2-halomethylketones as the sole products. Herein, we document a drastic fluorine effect where the reaction of 1-halo-3,3-difluoroalkynes as substrates leads to a complete reversal of selectivity and produces 3,3-difluoroesters as the unique products.

Graphical abstract: Drastic fluorine effect: complete reversal of the selectivity in the Au-catalyzed hydroalkoxylation reaction of fluorinated haloalkynes

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Supplementary files

Article information


Submitted
17 Mar 2020
Accepted
23 Apr 2020
First published
29 Apr 2020

Chem. Commun., 2020,56, 5969-5972
Article type
Communication

Drastic fluorine effect: complete reversal of the selectivity in the Au-catalyzed hydroalkoxylation reaction of fluorinated haloalkynes

M. Cloutier, M. Mamone and J. Paquin, Chem. Commun., 2020, 56, 5969
DOI: 10.1039/D0CC02009E

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