95249-66-4Relevant articles and documents
α-Lithiation of N-Alkylcarbazoles: Preparation of N-(E)-Styrylcarbazole
Katritzky, Alan R.,Saczewski, Franciszek,Marson, Charles M.
, p. 1351 - 1355 (1985)
Alkylation of carbazole with benzene gave the key intermediate N-carbazole (2).Treatment of 2 with n-butyllithium at low temperature gave an α-lithio derivative 3, which reacted with a variety of electrophiles, affording N-carbazoles 4a-g.Removal of the activating phenylthio group in 4a-g was achieved by Raney nickel desulfurization.Three successful routes to the novel N-(E)-styrylcarbazole (10) are described. 1H NMR and 13C NMR assignments of N-alkylcarbazoles are discussed.
