A route to regioselectively functionalized carbazoles, dibenzofurans, and dibenzothiophenes through anionic cyclization of benzyne-tethered aryllithiums |
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| Authors: | Sanz Roberto Fernandez Yolanda Castroviejo M Pilar Pérez Antonio Fañanas Francisco J |
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| Affiliation: | Departamento de Química, Area de Química Organica, Facultad de Ciencias, Universidad de Burgos, Pza. Misael Ba?uelos s/n, 09001-Burgos, Spain. rsd@ubu.es |
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| Abstract: | 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. |
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