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Tetrahedron

Flash vacuum pyrolysis of 2, 2-dioxo-1H, 3H-pyrrolo [1, 2-c] thiazoles and 2-vinyl-1H-pyrroles

MIL Soares, SMM Lopes, PF Cruz, RMM Brito…

文献索引:Soares, Maria I.L.; Lopes, Susana M.M.; Cruz, Pedro F.; Brito, Rui M.M.; Pinho e Melo, Teresa M.V.D. Tetrahedron, 2008 , vol. 64, # 41 p. 9745 - 9753

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被引用次数: 15

摘要

The flash vacuum pyrolysis of new 1, 1-dimethyl-and 1-methyl-1H, 3H-pyrrolo [1, 2-c] thiazole-2, 2-dioxides gave penta-substituted 2-vinyl-1H-pyrroles via sigmatropic [1, 8]-H shift of the corresponding azafulvenium methide intermediates. In some cases these 1H- pyrroles underwent rearrangement to 2-allyl-1H-pyrroles. Di-substituted 2-vinylpyrroles have also been prepared and their reactivity studied. Under FVP N-benzyl-pyrrol-2- ...