Copper‐Catalyzed Diazidation of Allenes: Access to 3‐(Azidomethyl)‐2H‐Azirines

Copper‐Catalyzed Diazidation of Allenes: Access to 3‐(Azidomethyl)‐2H‐Azirines

A class of 3‐(azidomethyl)‐2H‐azirine has been obtained through a copper‐catalyzed diazidation of allenes and a subsequent azirination involving vinyl azides. A variety of functional groups in the allenes are well tolerated, providing a series of 3‐(azidomethyl)‐2H‐azirine motifs in 51%‐93% yields (...

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Veröffentlicht in:Advanced synthesis & catalysis 2024-02, Vol.366 (3), p.444-449
Hauptverfasser: Zhang, Shen‐Yuan, Hu, Li‐Yan, Li, Yang, Li, Yuan, Luo, Kai, Wu, Lei
Format: Artikel
Sprache:eng
Schlagworte:
3-(azidomethyl)-2H-azirines
azirination
Copper
copper-catalysis
diazidation of allenes
Functional groups
vinyl azides
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Beschreibung
Zusammenfassung:A class of 3‐(azidomethyl)‐2H‐azirine has been obtained through a copper‐catalyzed diazidation of allenes and a subsequent azirination involving vinyl azides. A variety of functional groups in the allenes are well tolerated, providing a series of 3‐(azidomethyl)‐2H‐azirine motifs in 51%‐93% yields (26 examples).
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202301185