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Issue 40, 2016
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Iridium-catalysed ortho-H/D and -H/T exchange under basic conditions: C–H activation of unprotected tetrazoles

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Abstract

The first examples of selective ortho-directed C–H activation with unprotected 2-aryltetrazoles are described. A new base-assisted protocol for iridium(I) hydrogen isotope exchange catalysis allows access to ortho-deuterated and tritiated tetrazoles, including the tetrazole-containing pharmaceutical, Valsartan. Preliminary mechanistic studies are also presented.

Graphical abstract: Iridium-catalysed ortho-H/D and -H/T exchange under basic conditions: C–H activation of unprotected tetrazoles

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Publication details

The article was received on 10 Mar 2016, accepted on 20 Apr 2016 and first published on 20 Apr 2016


Article type: Communication
DOI: 10.1039/C6CC02137A
Chem. Commun., 2016,52, 6669-6672

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    Iridium-catalysed ortho-H/D and -H/T exchange under basic conditions: C–H activation of unprotected tetrazoles

    W. J. Kerr, D. M. Lindsay, M. Reid, J. Atzrodt, V. Derdau, P. Rojahn and R. Weck, Chem. Commun., 2016, 52, 6669
    DOI: 10.1039/C6CC02137A

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