Mishra Poornima, Kumar Prashant, Srivastava Oj Shikhar, Rastogi Namrata
Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, Sec. 10, Jankipuram Extension, Sitapur Road, P.O. Box 173, Lucknow, 226031, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India.
Chem Asian J. 2023 Apr 3;18(7):e202300007. doi: 10.1002/asia.202300007. Epub 2023 Feb 28.
The present work documents an organophotoredox-mediated formal [3+2]-cycloaddition of 2H-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.
本工作记录了通过有机光氧化还原介导的2H-氮杂环丙烷与四氟硼酸芳基重氮盐的形式[3+2]环加成反应，以提供1,3,5-三取代的1,2,4-三唑。对于不对称取代的氮杂环丙烷，该反应会生成1,2,4-三唑的区域异构体混合物。值得注意的是，通过仔细选择反应条件，可以成功避免在可见光光氧化还原条件下从重氮盐生成芳基自由基。
