Synthesis of ketones by C-H functionalization of aldehydes with boronic acids under transition-metal-free conditions

García Csaky, AurelioRoscales García, Silvia2025-01-092025-01-092021-01Angew. Chem. Int. Ed. 2021, 60, 87281521-377310.1002/anie.202015835https://hdl.handle.net/20.500.14352/113460A method for the synthesis of ketones from aldehydes and boronic acids via a transition-metal-free C−H functionalization reaction is reported. The method employs nitrosobenzene as a reagent to drive the simultaneous activation of the boronic acid as a boronate and the activation of the C−H bond of the aldehyde as an iminium species that triggers the key C−C bond-forming step via an intramolecular migration from boron to carbon. These findings constitute a practical, scalable, and operationally straightforward method for the synthesis of ketones.engAttribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/Synthesis of ketones by C-H functionalization of aldehydes with boronic acids under transition-metal-free conditionsjournal articleopen access547Química orgánica (Química)2306 Química Orgánica