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Updated: Jan 20, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Three-Component Cycloaddition To Synthesize Aziridines and 1,2,3-Triazolines
Shuqi Chen1, Yongqi Yao1, Wen Yang1
1Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, School of Chemistry and Environment , South China Normal University , Guangzhou 510006 , People's Republic of China.
Abstract:
An efficient three-component cycloaddition of oxa(aza)bicyclic alkenes/norbornene in the presence of NaN3 and arylsulfonyl chlorides was developed, affording the corresponding aziridine products in good yields (up to 82%) with moderate to good endo/exo selectivities (up to >99:1 endo/exo). Further studies showed that the cycloaddition of oxa(aza)bicyclic alkenes in the presence of NaN3 and chloroalkanes could afford the exo-cycloadduct 1,2,3-triazolines in good to excellent yields (up to 95%). Compared with the existing methodologies, the current protocol demands very simple and mild reaction conditions and is a metal-free catalyzed reaction. In addition, a plausible mechanism for the cycloaddition reaction was also proposed.
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