ChemComm
Communication
4 J. J. Hale, S. G. Mills, M. MacCoss, C. P. Dorn, P. E. Finke,
R. J. Budhu, R. A. Reamer, S.-E. W. Huskey, D. Luffer-Atlas,
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5 T.-M. Nguyen, S. C. Chang, B. Condon, R. Slopek, E. Graves and
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D. Nguyen, S. C. Chang, B. Condon, M. Uchimiya and C. Fortier,
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Scheme 1 Proposed Cu-catalysed oxidative cross-coupling cycle.
6 X. Gao, Z. Tang, M. Lu, H. Liu, Y. Jiang, Y. Zhaoc and Z. Cai,
Chem. Commun., 2012, 48, 10198.
7 F. R. Atherton, H. T. Openshaw and A. R. Todd, J. Chem. Soc., 1945,
660.
Further work is obviously required in this area, and these studies
are underway in our lab.
We have successfully developed a copper-catalysed oxidative
cross coupling reaction for the formation of phosphoramidate
products. This process uses the oxygen present in air as the
terminal oxidant and produces water as the stoichiometric waste,
and as such it offers a greener alternative to existing methods. The
reactions are operationally simple to perform, there is no need
to prepare or handle potentially hazardous phosphoryl halide
(or azide) species, and furthermore there is no requirement to
exclude water and air (water is produced as a by-product and air
is explicitly required). Further optimisation of this process and
mechanistic studies are currently underway, and these results
will be reported in a future full account of this work.
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11 T. Hamada, X. Ye and S. S. Stahl, J. Am. Chem. Soc., 2008, 130, 833;
X. Jin, K. Yamaguchi and N. Mizuno, Chem. Commun., 2012,
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3 J. I. Guijarro, J. E. Gonzalez-Pastor, F. Baleux, J. L. S. Millan, 16 C. McGuigan, P. Murziani, M. Slusarczyk, B. Gonczy, J. V. Voorde,
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c
This journal is The Royal Society of Chemistry 2013
Chem. Commun.