%0 Generic
%A Liu, Yun
%A Sun, Jin-Wei
%D 2012
%T Copper(II)-Catalyzed Synthesis
of Benzo[f]pyrido[1,2-a]indole-6,11-dione
Derivatives via
Naphthoquinone Difunctionalization Reaction
%U https://acs.figshare.com/articles/dataset/Copper_II_Catalyzed_Synthesis_of_Benzo_i_f_i_pyrido_1_2_i_a_i_indole_6_11_dione_Derivatives_via_Naphthoquinone_Difunctionalization_Reaction/2557558
%R 10.1021/jo2023312.s002
%2 https://acs.figshare.com/ndownloader/files/4200634
%K acyl bromide
%K oxidative aromatization
%K naphthoquinone
%K intramolecular cyclization
%K reaction scope
%K reaction mechanism
%K yield
%K acyl bromides
%X Benzo[f]pyrido[1,2-a]indole-6,11-diones
have been synthesized in high yields by copper(II)-catalyzed three-component
reactions of acyl bromide, 1,4-naphthoquinone, and pyridine (or isoquinoline)
via sp2–C–H difunctionalization of naphthoquinone
followed by intramolecular cyclization and oxidative aromatization.
In an attempt to expand the reaction scope and to help clarify the
reaction mechanism, 1,3-dicarbonyl compounds are used in place of
acyl bromides to take part in this reaction, and the benzo[f]pyrido[1,2-a]indole-6,11-diones derivatives
are also obtained in excellent yields.
%I ACS Publications