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

DOI: 10.1016/j.tet.2006.12.025

Source and publish data:

Tetrahedron p. 1833 - 1841 (2007)

Update date:2022-08-04

Topics:

Authors:

Pinho e Melo, Teresa M.V.D.

Soares, Maria I.L.

Nunes, Cláudio M.

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Article abstract of DOI:10.1016/j.tet.2006.12.025

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.

Full text of DOI:10.1016/j.tet.2006.12.025

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