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‘Higher-order’ azomethine ylides in the synthesis of functionalized pyrroles and 5-oxo-5H-pyrrolizines |
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| Authors: | Teresa MVD Pinho e Melo Maria IL Soares Cláudio M Nunes |
| Institution: | Department of Chemistry, University of Coimbra, 3004-535 Coimbra, Portugal |
| Abstract: | Azafulvenium methides generated by the thermal extrusion of SO2 from 1-methyl- and 1,1-dimethyl-1H,3H-pyrrolo1,2-c]thiazole-2,2-dioxides undergo 1,8]H sigmatropic shifts to give vinylpyrroles. Flash vacuum pyrolysis of the C-vinylpyrroles affords 5-oxo-5H-pyrrolizines or C-allyl-1H-pyrroles. |
| Keywords: | Azafulvenium methides Azomethine ylides Pyrrolo[1 2-c]thiazoles Pyrroles 5-Oxo-5H-pyrrolizines Flash vacuum pyrolysis |
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