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]
Text. Filename: Oliver_etal_Chemistry_2018_Hydrogen_atom_transfer_mediated_cyclisations_of_nitriles.pdf
Accepted Author Manuscript

Download (1MB)| Preview


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.