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Issue 2, 2017
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Fluorinative ring-opening of cyclopropanes by hypervalent iodine reagents. An efficient method for 1,3-oxyfluorination and 1,3-difluorination

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Abstract

A new method is presented for 1,3-difluorination and 1,3-oxyfluorination reactions. The process is based on iodonium mediated opening of 1,1-disubstituted cyclopropanes. The reaction proceeds with high chemo- and regioselectivity under mild reaction conditions typically at room temperature in a couple of hours. The reaction probably occurs via electrophilic ring-opening of cyclopropanes.

Graphical abstract: Fluorinative ring-opening of cyclopropanes by hypervalent iodine reagents. An efficient method for 1,3-oxyfluorination and 1,3-difluorination

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Publication details

The article was received on 04 Aug 2016, accepted on 15 Sep 2016 and first published on 16 Sep 2016


Article type: Edge Article
DOI: 10.1039/C6SC03471C
Citation: Chem. Sci., 2017,8, 1056-1061
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    Fluorinative ring-opening of cyclopropanes by hypervalent iodine reagents. An efficient method for 1,3-oxyfluorination and 1,3-difluorination

    N. O. Ilchenko, M. Hedberg and K. J. Szabó, Chem. Sci., 2017, 8, 1056
    DOI: 10.1039/C6SC03471C

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