Silver-Free Gold-Catalyzed Heterocyclizations through Intermolecular H-Bonding Activation
| Autor: | Pilar Elías-Rodríguez, Esteban Matador, Manuel Benítez, Tomás Tejero, Elena Díez, Rosario Fernández, Pedro Merino, David Monge, José M. Lassaletta |
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| Rok vydání: | 2023 |
| Předmět: | |
| Zdroj: | The Journal of Organic Chemistry. 88:2487-2492 |
| ISSN: | 1520-6904 0022-3263 |
| Popis: | Modulable monosulfonyl squaramides have been shown to exert activation of gold(I) chloride complexes through H-bonding in an intermolecular way. Combinations of (PPh3)AuCl or IPrAuCl complexes and an optimal sulfonyl squaramide cocatalyst bearing two 3,5-bis(trifluoromethyl)phenyl groups efficiently catalyzed diverse heterocyclizations and a cyclopropanation reaction, avoiding in all cases undesired side reactions. Computational studies indicate that the Au–Cl bond breaks by transligation to the triple bond in a ternary complex formed by the actual AuCl···HBD catalyst and the substrate. |
| Databáze: | OpenAIRE |
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