199192-30-8Relevant academic research and scientific papers
Oxidative radical cyclisations onto imidazoles and pyrroles using Bu3SnH
Aldabbagh, Fawaz,Bowman, W. Russell,Mann, Emma
, p. 7937 - 7940 (1997)
Oxidative radical cyclisation using Bu3SnH has been used for the synthesis of [1,2-c]-fused imidazoles and [1,2-a]-fused pyrroles from imidazolecarbaldehydes and acylpyrroles respectively. The intermediate nucleophilic N-alkyl radicals cyclise onto imidazole and pyrrole rings followed by oxidative re-aromatisation.
Bu3SnH mediated oxidative radical cyclisation onto imidazoles and pyrroles
Aldabbagh, Fawaz,Russell Bowman,Mann, Emma,Slawin, Alexandra M.Z.
, p. 8111 - 8128 (2007/10/03)
A new protocol using radical cyclisation has been developed for the synthesis of [1,2-c]-fused imidazoles and [1,2-a]-fused pyrroles. The intermediate nucleophilic N-alkyl radicals, generated using Bu3SnH from N- (ω-bromoalkyl) or N-[ω-(phenylselanyl)alkyl] imidazoles and pyrroles, undergo regio-selective radical cyclisalion onto the azole rings followed by oxidative re-aromatisation.
