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Tetrahedron

'Higher-order'azomethine ylides in the synthesis of functionalized pyrroles and 5-oxo-5H-pyrrolizines

TMVDP e Melo, MIL Soares, CM Nunes

文献索引:Pinho e Melo, Teresa M.V.D.; Soares, Maria I.L.; Nunes, Claudio M. Tetrahedron, 2007 , vol. 63, # 8 p. 1833 - 1841

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被引用次数: 18

摘要

Azafulvenium methides generated by the thermal extrusion of SO2 from 1-methyl-and 1, 1- dimethyl-1H, 3H-pyrrolo [1, 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.