Light-Induced Tetrazole-Quinone 1,3-Dipolar Cycloadditions |
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Authors: | Laura Ortiz-Rojano Jaime Rojas-Martín Ciro Rodríguez-Diaz Prof. Dr. M. Carmen Carreño Prof. Dr. Maria Ribagorda |
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Affiliation: | 1. Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, C/Francisco TomásyValiente 7, 28049 Madrid, Spain;2. Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, C/Francisco TomásyValiente 7, 28049 Madrid, Spain These authors contributed equally to tis work. |
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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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Keywords: | 1,3-dipolar cycloaddition 2,5-diaryltetrazoles photocatalysts photoclick quinones |
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