Synthesis of 2-halo-2H-azirines

• Author(s): Pinho e Melo, Teresa M. V. D. ; Lopes, Cláudia S. J. ; Cardoso, Ana L. ; Rocha Gonsalves, António M. d'A.
• Date: 2001
• Persistent ID: http://hdl.handle.net/10316/5207
• Origin: Estudo Geral - Universidade de Coimbra
• Subject(s): 2-halo-2H-azirines; haloazidoalkenes; phosphorus ylides; pyrazine-2,3,5,6-tetracarboxylate
• Document Type: Article
• Language: English

Description

[alpha]-Oxophosphonium ylides react with N-chlorosuccinimide, N-bromosuccinimide and N-iodosuccinimide in the presence of azidotrimethylsilane giving the corresponding haloazidoalkenes which were completely converted to the 2-halo-2H-azirines on heating in heptane. http://www.sciencedirect.com/science/article/B6THR-43J0SY1-D/1/db29a4ddcbdab643bfdc11154aaf101f