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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Light-Induced Tetrazole-Quinone 1,3-Dipolar Cycloadditions
Laura Ortiz-Rojano1, Jaime Rojas-Martín1, Ciro Rodríguez-Diaz1
1Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, C/Francisco TomásyValiente 7, 28049, Madrid, Spain.
Abstract:
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.
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