280779-85-3Relevant academic research and scientific papers
Azafulvenium methides: New extended dipolar systems
Sutcliffe, Oliver B.,Storr, Richard C.,Gilchrist, Thomas L.,Rafferty, Paul
, p. 1795 - 1806 (2007/10/03)
The transient 1-azafulvenium methides 24, 26 and 28 generated by thermal extrusion of sulfur dioxide from pyrrolo[1,2-c][1,3]thiazole 2,2-dioxide 20 (R = Me), 22 and 23 undergo sigmatropic [1,8]H shifts and the 1-acyl derivatives 30 electrocyclise to give novel pyrrolo[1,2-c][1,3]oxazines 32. The analogous 1,2-diazafulvenium methide 36 has been intercepted in [8π + 2π] cycloadditions with electron-rich silylated acetylenes to give adducts 37-40. This behaviour is partially explained by Frontier MO theory.
Azafulvenium methides: New extended dipolar systems
Sutcliffe, Oliver B.,Storr, Richard C.,Gilchrist, Thomas L.,Rafferty, Paul,Crew, Andrew P. A.
, p. 675 - 676 (2007/10/03)
The transient 8π 1,7-dipolar azafulvenium methides 5 and 8 undergo sigmatropic [1,8] H shifts and the acyl derivatives 12 electrocyclise to give novel pyrrolooxazines 13; the related diazafulvenium methide 15 can be intercepted in 8π + 2π cycloadditions with silylated acetylenes.
