Iridium-catalysed ortho-H/D and -H/T exchange under basic conditions: C-H activation of unprotected tetrazoles.
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.
Department of Pure and Applied Chemistry, WestCHEM, University of Strathclyde, 295 Cathedral Street, Glasgow, Scotland G1 1XL, UK. w.kerr@strath.ac.uk.
William J
WJ
Kerr
Department of Pure and Applied Chemistry, WestCHEM, University of Strathclyde, 295 Cathedral Street, Glasgow, Scotland G1 1XL, UK. w.kerr@strath.ac.uk.
David M
DM
Lindsay
Department of Pure and Applied Chemistry, WestCHEM, University of Strathclyde, 295 Cathedral Street, Glasgow, Scotland G1 1XL, UK. w.kerr@strath.ac.uk.
Marc
M
Reid
DSAR, DD-ICMS, Sanofi-Aventis Deutschland GmbH, Industriepark Höchst, G876, 65926 Frankfurt, Germany.
Jens
J
Atzrodt
DSAR, DD-ICMS, Sanofi-Aventis Deutschland GmbH, Industriepark Höchst, G876, 65926 Frankfurt, Germany.
Volker
V
Derdau
DSAR, DD-ICMS, Sanofi-Aventis Deutschland GmbH, Industriepark Höchst, G876, 65926 Frankfurt, Germany.
Patrick
P
Rojahn
DSAR, DD-ICMS, Sanofi-Aventis Deutschland GmbH, Industriepark Höchst, G876, 65926 Frankfurt, Germany.
Remo
R
Weck