Combined Gold and Photoredox Catalysis: Synthesis of 3‐Alkenyl‐2<i>H</i>‐Indazoles from 2‐Alkynylazobenzenes
Abstract We disclose the intramolecular synthesis of 3‐alkenyl‐2 H ‐indazoles from 2‐alkynylazobenzenes, promoted by a dual catalysis using AuCl 3 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.
Authors
- Estı́baliz Merino (ORCID: https://orcid.org/0000-0002-2960-5404)
- Clara Mañas (ORCID: https://orcid.org/0000-0002-7265-4113)
Institutions
- Universidad de Alcalá (ES)
- Instituto Ramón y Cajal de Investigación Sanitaria (ES)
Publication Details
- Journal
- Advanced Synthesis & Catalysis
- Published
- 2024-10-16
- DOI
- https://doi.org/10.1002/adsc.202400990
- Citations
- 3
- Primary Topic
- Catalytic Alkyne Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- Comunidad de Madrid
- Ministerio de Ciencia e Innovación
- Universidad de Alcalá