18455-58-8Relevant academic research and scientific papers
'Higher-order' azomethine ylides in the synthesis of functionalized pyrroles and 5-oxo-5H-pyrrolizines
Pinho e Melo, Teresa M.V.D.,Soares, Maria I.L.,Nunes, Cláudio M.
, p. 1833 - 1841 (2007/10/03)
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.
Chemistry of diazafulvenium methides in the synthesis of functionalized pyrazoles
Pinho E Melo, Teresa M. V. D.,Nunes, Claudio M.,Soares, Maria I. L.,Paixao, Jose A.,Beja, Ana Matos,Silva, Manuela Ramos
, p. 4406 - 4415 (2008/02/05)
(Chemical Equation Presented) The chemistry of diazafulvenium methides generated by the thermal extrusion of sulfur dioxide from 2,2-dioxo-1H,3H- pyrazolo[1,5-c] [1,3]thiazoles is described. The diazafulvenium methides unsubstituted at C-7 participate in [8π + 2π] cycloadditions giving pyrazolo-annulated heterocycles resulting from the addition across the 1,7-position. 1-Mefhyl-diazafulvenium methides and 7,7-dimethyl-diazafulvenium methides undergo intramolecular sigmatropic [1,8]H shifts giving vinyl- 1H-pyrazoles.
