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Issue 3, 2014
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A photocatalyzed aliphatic fluorination

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Abstract

We disclose a new approach to the catalysis of alkane fluorination employing ultraviolet light and a photosensitizer, 1,2,4,5-tetracyanobenzene (TCB). The process is efficient, mild, and operationally straightforward. We demonstrate reaction utility on a variety of substrates, from simple hydrocarbons to complex natural products. In a showcase example, we establish that the well-known photochemical rearrangement of α-santonin can be supplanted by a highly selective catalyzed fluorination.

Graphical abstract: A photocatalyzed aliphatic fluorination

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Publication details

The article was received on 27 Nov 2013, accepted on 21 Dec 2013 and first published on 03 Jan 2014


Article type: Edge Article
DOI: 10.1039/C3SC53261E
Author version available: Download Author version (PDF)
Citation: Chem. Sci., 2014,5, 1175-1178
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    A photocatalyzed aliphatic fluorination

    S. Bloom, J. L. Knippel and T. Lectka, Chem. Sci., 2014, 5, 1175
    DOI: 10.1039/C3SC53261E

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