Light‐Induced Tetrazole‐Quinone 1,3‐Dipolar Cycloadditions

Quinones were firstly used as dipolarophiles in a photoclick 1,3‐cycloaddition with 2,5‐diaryltetrazoles, as photoactivatable predipoles, providing a novel and efficient access to three types of pyrazole‐fused quinones (indazoledione derivatives). Distinctive features of this protocol include the us...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemistry : a European journal 2019-11, Vol.25 (66), p.15050-15054
Hauptverfasser: Ortiz‐Rojano, Laura, Rojas‐Martín, Jaime, Rodríguez‐Diaz, Ciro, Carreño, M. Carmen, Ribagorda, Maria
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Quinones were firstly used as dipolarophiles in a photoclick 1,3‐cycloaddition with 2,5‐diaryltetrazoles, as photoactivatable predipoles, providing a novel and efficient access to three types of pyrazole‐fused quinones (indazoledione derivatives). Distinctive features of this protocol include the use of light as the unique reagent and readily available, stable, and easy to handle starting materials and good to excellent yields. Photophysical and electrochemical properties of the quinones and their potential application as photoredox catalysts are also detailed. Go photo! Quinones were firstly used as dipolarophiles in a photoclick 1,3‐cycloaddition with 2,5‐diaryltetrazoles, as photoactivatable predipoles, providing a novel and efficient access to three types of pyrazole‐fused quinones. This protocol includes the use of light as the unique reagent and readily available, stable, and easy to handle starting materials and good to excellent yields (see scheme).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201904138