Work

Combined Gold and Photoredox Catalysis: Synthesis of 3‐Alkenyl‐2H‐Indazoles from 2‐Alkynylazobenzenes

Year: 2024

Type: article

Abstract: 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.

Source: Advanced Synthesis & Catalysis

DOI: 10.1002/adsc.202400990

Authors: Clara Mañas, Estíbaliz Merino

Institutions: Universidad de Alcalá, Instituto Ramón y Cajal de Investigación Sanitaria

Language: English

Topic: Catalytic Alkyne Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,430

Funders: Comunidad de Madrid, Ministerio de Ciencia e Innovación, Universidad de Alcalá