The action of nitrenes on halogenothiophenes; formation of thiophene S,N-ylides
作者:Otto Meth-Cohn、Gerda van Vuuren
DOI:10.1039/c39840000190
日期:——
When ethyl or phenyl azidoformate, or p-tolylsulphonyl azide are decomposed in warm tetrachlorothiophene, tetrachlorothiophene S,N-ylides are formed; 2,5-dichloro-, 2,5-dibromo-, and tetrabromo-thiophene on the other hand give products arising from attack at the α-position followed by rearrangement.
Cycloaddition reactions of thiophene S,N-ylides. A novel route to thionitroso compounds
作者:Otto Meth-Cohn、Gerda van Vuuren
DOI:10.1039/c39840001144
日期:——
ThiopheneS,N-ylides readily react with electron-rich dienophiles yielding adducts formed by the efficient extrusion of acyl- and sulphonyl-thionitroso-compounds, themselves readily trapped by Diels–Alder or ene reactions; similar but slower cycloadditions occur with the analogous S,C-ylides, a potential source of thiocarbonyl derivatives.