Reactivity of azafulvenium methides derived from pyrrolo[1,2-c]thiazole-2,2-dio...

• Author(s): Melo, Teresa M. V. D. Pinho e ; Soares, Maria I.L. ; Gonsalves, António M. D'A. Rocha ; McNab, Hamish
• Date: 2004
• Persistent ID: http://hdl.handle.net/10316/5135
• Origin: Estudo Geral - Universidade de Coimbra
• Subject(s): 1-Azafulvenium methides; N- and C-Vinylpyrroles; 1,3-Dimethyl-5-oxo-5H-pyrrolizine-2-carboxylate; 1-Aza-benzo[f]azulene-3-carboxylate
• Document Type: Article
• Language: English

Description

Extrusion of sulfur dioxide from pyrrolo[1,2-c]thiazole-2,2-dioxides led to the synthesis of functionalised pyrroles via the generation of 1-azafulvenium methides. Sealed tube reaction conditions allowed the synthesis of N- and C-vinylpyrroles whereas from FVP methyl 1,3-dimethyl-5-oxo-5H-pyrrolizine-2-carboxylate and 4-oxo-1,4-dihydro-1-aza-benzo[f]azulene-3-carboxylates were obtained. These last compounds could also be obtained from the FVP of the N- and C-vinylpyrroles. http://www.sciencedirect.com/science/article/B6THS-4C4DX0X-4/1/eac3571d66ca5b141129aa261f281324