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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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Supplementary files

Article information


Submitted
27 Nov 2013
Accepted
21 Dec 2013
First published
03 Jan 2014

Chem. Sci., 2014,5, 1175-1178
Article type
Edge Article
Author version available

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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