Combined Gold and Photoredox Catalysis: Synthesis of 3-Alkenyl-2H-Indazoles from 2-Alkynylazobenzenes
We disclose the intramolecular synthesis of 3- alkenyl-2H-indazoles from 2-alkynylazobenzenes, promoted by a dual catalysis using AuCl3 and a ruthenium photocatalyst under visible light irradiation. This reaction proceeds through hydroamination of the alkynyl fragment. The yields are influenced by e...
| Autores: | , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2024 |
| País: | España |
| Institución: | Universidad de Alcalá (UAH) |
| Repositorio: | e_Buah Biblioteca Digital Universidad de Alcalá |
| Idioma: | inglés |
| OAI Identifier: | oai:ebuah.uah.es:10017/63179 |
| Acceso en línea: | http://hdl.handle.net/10017/63179 https://dx.doi.org/10.1002/adsc.202400990 |
| Access Level: | acceso abierto |
| Palabra clave: | 2-alkynylazobenzenes 3-alkenyl-2Hindazoles Gold Hydroamination Photoredox catalysis Química Chemistry |
| Sumario: | We disclose the intramolecular synthesis of 3- alkenyl-2H-indazoles from 2-alkynylazobenzenes, promoted by a dual catalysis using AuCl3 and a ruthenium photocatalyst under visible light irradiation. This reaction proceeds through hydroamination of the alkynyl fragment. The yields are influenced by electronic factors. Control experiments suggest that both radical and polar mechanisms operate in parallel. This transformation involves C-N bond formation and a 1,2-hydride shift. Additionally, derivatization was performed to demonstrate the versatility of this methodology. |
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