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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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Supplementary files

Article information


Submitted
10 Mar 2016
Accepted
20 Apr 2016
First published
20 Apr 2016

Chem. Commun., 2016,52, 6669-6672
Article type
Communication

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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