Organophotoredox‐mediated Formal [3+2]‐Cycloaddition of 2 H ‐Azirines with Aryldiazonium Salts: Direct Access to Trisubstituted 1,2,4‐Triazoles

The present work documents an organophotoredox‐mediated formal [3+2]‐cycloaddition of 2 H ‐azirines with aryl diazonium tetrafluoroborate salts to furnish 1,3,5‐trisubstituted 1,2,4‐triazoles. The reaction furnishes a regioisomeric mixture of 1,2,4‐triazoles in case of unsymmetrically substituted az...

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Bibliographic Details
Published in:Chemistry, an Asian journal an Asian journal, 2023-04, Vol.18 (7)
Main Authors: Mishra, Poornima, Kumar, Prashant, Srivastava, Oj Shikhar, Rastogi, Namrata
Format: Article
Language:English
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Summary:The present work documents an organophotoredox‐mediated formal [3+2]‐cycloaddition of 2 H ‐azirines with aryl diazonium tetrafluoroborate salts to furnish 1,3,5‐trisubstituted 1,2,4‐triazoles. The reaction furnishes a regioisomeric mixture of 1,2,4‐triazoles in case of unsymmetrically substituted azirines. It is noteworthy that aryl radical generation from diazonium salt under visible light photoredox conditions could be successfully avoided by carefully selecting the reaction conditions.
ISSN:1861-4728
1861-471X
DOI:10.1002/asia.202300007