Copper(II)-Catalyzed Synthesis of Benzo[<i>f</i>]pyrido[1,2-<i>a</i>]indole-6,11-dione Derivatives via Naphthoquinone Difunctionalization Reaction Yun Liu Jin-Wei Sun 10.1021/jo2023312.s002 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 Benzo­[<i>f</i>]­pyrido­[1,2-<i>a</i>]­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 sp<sup>2</sup>–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[<i>f</i>]­pyrido­[1,2-<i>a</i>]­indole-6,11-diones derivatives are also obtained in excellent yields. 2012-01-20 00:00:00 acyl bromide oxidative aromatization naphthoquinone intramolecular cyclization reaction scope reaction mechanism yield acyl bromides