2026-04-17T06:37:54Zhttps://recercat.cat/oai/request

oai:recercat.cat:2072/5223482024-12-20T22:37:30Zcom_2072_300912com_2072_4427col_2072_301309

00925njm 22002777a 4500 dc Lv, Xin-Yang author Abrams, Roman author Martin, Ruben author 2022-05-03 C–C bond forming cross-couplings are convenient technologies for the construction of functional molecules. Consequently, there is continual interest in approaches that can render traditionally inert functionality as cross-coupling partners, included in this are ketones which are widely-available commodity chemicals and easy to install synthetic handles. Herein, we describe a dual catalytic strategy that utilizes dihydroquinazolinones derived from ketone congeners as adaptative one-electron handles for forging C(sp3) architectures via α C–C cleavage with aryl and alkyl bromides. Our approach is achieved by combining the flexibility and modularity of nickel catalysis with the propensity of photoredox events for generating open-shell reaction intermediates. This method is distinguished by its wide scope and broad application profile––including chemical diversification of advanced intermediates––, providing a catalytic technique complementary to existing C(sp3) cross-coupling reactions that operates within the C–C bond-functionalization arena. http://hdl.handle.net/2072/522348 https://doi.org/10.1038/s41467-022-29984-0 Dihydroquinazolinones as adaptative C(sp3) handles in arylations and alkylations via dual catalytic C–C bond-functionalization