We report an unprecedented iron-catalyzed C−H annulation using readily available 2-vinylbenzofurans as the reaction pattern. The redox-neutral strategy, based on cheap, non-toxic, and earth-abundant iron catalysts, exploits triazole assistance to promote a cascade C−H alkylation, benzofuran ring-opening and insertion into a Fe−N bond, to form highly functionalized isoquinolones. Detailed mechanistic studies supported by DFT calculations fully disclosed the manifold of the iron catalysis.
Iron-Catalyzed C−H Alkylation/Ring Opening with Vinylbenzofurans Enabled by Triazoles / Cattani, S.; Pandit, N. K.; Buccio, M.; Balestri, D.; Ackermann, L.; Cera, G.. - In: ANGEWANDTE CHEMIE. INTERNATIONAL EDITION. - ISSN 1433-7851. - 63:32(2024). [10.1002/anie.202404319]
Iron-Catalyzed C−H Alkylation/Ring Opening with Vinylbenzofurans Enabled by Triazoles
Cattani S.;Buccio M.;Balestri D.;Cera G.
2024-01-01
Abstract
We report an unprecedented iron-catalyzed C−H annulation using readily available 2-vinylbenzofurans as the reaction pattern. The redox-neutral strategy, based on cheap, non-toxic, and earth-abundant iron catalysts, exploits triazole assistance to promote a cascade C−H alkylation, benzofuran ring-opening and insertion into a Fe−N bond, to form highly functionalized isoquinolones. Detailed mechanistic studies supported by DFT calculations fully disclosed the manifold of the iron catalysis.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
