908242-60-4Relevant articles and documents
A route to regioselectively functionalized carbazoles, dibenzofurans, and dibenzothiophenes through anionic cyclization of benzyne-tethered aryllithiums
Sanz, Roberto,Fernandez, Yolanda,Castroviejo, Ma. Pilar,Perez, Antonio,Fananas, Francisco J.
, p. 6291 - 6294 (2007/10/03)
The treatment of 2-fluorophenyl 2-iodophenylamines, ether, and thioether, easily prepared from commercially available products, with 3.3 equiv of t-BuLi and further reaction with selected electrophiles gives rise to functionalized carbazole, dibenzofuran, and dibenzothiophene derivatives in a direct and regioselective manner. The process involves an anionic cyclization on a benzyne-tethered aryllithium intermediate.