Hydrogen atom transfer‐mediated cyclisations of nitriles

Turner, Oliver J. and Murphy, John A. and Hirst, David J. and Talbot, Eric P. A. (2018) Hydrogen atom transfer‐mediated cyclisations of nitriles. Chemistry - A European Journal, 24 (70). 18658–18662. ISSN 0947-6539 (https://doi.org/10.1002/chem.201805236)

[thumbnail of Oliver-etal-Chemistry-2018-Hydrogen-atom-transfer-mediated-cyclisations-of-nitriles]
Preview
 Text. Filename: Oliver_etal_Chemistry_2018_Hydrogen_atom_transfer_mediated_cyclisations_of_nitriles.pdf
Accepted Author Manuscript
Download (1MB)| Preview

Abstract

Hydrogen atom transfer‐mediated intramolecular C−C coupling reactions between alkenes and nitriles, using PhSiH3 and catalytic Fe(acac)3, are described. This introduces a new strategic bond disconnection for ring‐closing reactions, forming ketones via imine intermediates. Of note is the scope of the reaction, including formation of sterically hindered ketones, spirocycles and fused cyclic systems.

  • Item type:Article
    ID code:70160
    Dates:
    Date
    Event
    12 December 2018
    Published
    20 October 2018
    Published Online
    18 October 2018
    Accepted
    Notes:This is the peer reviewed version of the following article:Turner, O. J., Murphy, J. A., Hirst, D. J., & Talbot, E. P. A. (2018). Hydrogen atom transfer‐mediated cyclisations of nitriles. Chemistry - A European Journal, 24(70), 18658–18662., which has been published in final form at https://doi.org/10.1002/chem.201805236. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.
    Keywords:alkenes, nitriles, PhSiH3, catalytic Fe(acac)3, ring‐closing reactions, iron‐mediated HAT reactions, Physical and theoretical chemistry, Physical and Theoretical Chemistry
    Subjects:Science > Chemistry > Physical and theoretical chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:17 Oct 2019 11:12
    Last modified:01 Nov 2023 11:18
    URI:https://strathprints.strath.ac.uk/id/eprint/70160
CORE (COnnecting REpositories)