Iridium-catalyzed Csp3-H activation for mild and selective hydrogen isotope exchange

Kerr, William J. and Mudd, Richard J. and Reid, Marc and Atzrodt, Jens and Derdau, Volker (2018) Iridium-catalyzed Csp3-H activation for mild and selective hydrogen isotope exchange. ACS Catalysis, 8 (11). 10895–10900. ISSN 2155-5435 (https://doi.org/10.1021/acscatal.8b03565)

[thumbnail of Kerr-etal-ACSC-2018-Iridium-catalyzed-Csp3-H-activation-for-mild-and-selective-hydrogen]
Preview
 Text. Filename: Kerr_etal_ACSC_2018_Iridium_catalyzed_Csp3_H_activation_for_mild_and_selective_hydrogen.pdf
Accepted Author Manuscript
Download (2MB)| Preview

Abstract

The increasing demand for isotopically labeled compounds has provided appreciable impetus for the development of improved methods for the late stage introduction of isotopes of hydrogen (deuterium or tritium). Moreover, sp3-rich molecules are becoming increasingly common in the exploration of chemical space for drug design. Herein, we report an efficient iridium(I) catalysed C-H activation method for the hydrogen isotope exchange of sp3 C-H bonds. A wide range of substrates have been labeled, including active pharmaceutical ingredients, delivering excellent levels of isotope incorporation and predictable regiocontrol, with low catalyst loadings, in short reaction times, and under mild reaction conditions.

  • Item type:Article
    ID code:65704
    Dates:
    Date
    Event
    2 November 2018
    Published
    3 October 2018
    Published Online
    1 October 2018
    Accepted
    Subjects:Science > Chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:08 Oct 2018 10:37
    Last modified:17 Apr 2024 00:31
    URI:https://strathprints.strath.ac.uk/id/eprint/65704
CORE (COnnecting REpositories)