2H-Azirines as dipolarophiles

• Author(s): Melo, Teresa M. V. D. Pinho e ; Cardoso, Ana L. ; Gomes, Clara S. B. ; Gonsalves, António M. D'A. Rocha
• Date: 2003
• Persistent ID: http://hdl.handle.net/10316/5158
• Origin: Estudo Geral - Universidade de Coimbra
• Subject(s): 2H-azirines; 1,3-dipolar cycloaddition; 3H-pyrazole; pyrimidine
• Document Type: Article
• Language: English

Description

2H-Azirine-3-carboxylates unsubstituted at C-2 act as dipolarophiles in the reaction with diazomethane giving new 4,5-dihydro-3H-pyrazole derivatives. The synthesis of a pyrimidine was also achieved via 1,3-dipolar cycloaddition of methyl 2-bromo-3-phenyl-2H-azirine-2-carboxylate with an azomethine ylide. http://www.sciencedirect.com/science/article/B6THS-493P1M1-17/1/5df1370edad7138f3cae89fadd9b5c4d