A Route to Regioselectively Functionalized
Carbazoles, Dibenzofurans, and
Dibenzothiophenes through Anionic Cyclization
of Benzyne-Tethered Aryllithiums
Roberto Sanz
Yolanda Fernández
M Castroviejo
Antonio Pérez
Francisco J. Fañanás
10.1021/jo060911c.s001
https://acs.figshare.com/articles/journal_contribution/A_Route_to_Regioselectively_Functionalized_Carbazoles_Dibenzofurans_and_Dibenzothiophenes_through_Anionic_Cyclization_of_Benzyne_Tethered_Aryllithiums/3066724
The treatment of 2-fluorophenyl 2-iodophenylamines, ether,
and thioether, easily prepared from commercially available
products, with 3.3 equiv of <i>t</i>-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.
2006-08-04 00:00:00
iodophenylamine
3.3 equiv
aryllithium
AryllithiumsThe
Regioselectively Functionalized Carbazoles
ether
Anionic Cyclization
cyclization
regioselective manner
electrophile
fluorophenyl
functionalized carbazole
Dibenzothiophene
thioether
dibenzothiophene derivatives
Dibenzofuran
dibenzofuran