title: Facile synthesis of 5H-benzo[b]carbazol-6-yl ketones via sequential reaction of Cu-catalyzed Friedel-Crafts alkylation, iodine-promoted cyclization, nucleophilic substitution and aromatization.
abstract: A convenient method to access 5H-benzo[b]carbazol-6-yl ketones via a sequential Cu-catalyzed Friedel-Crafts alkylation reaction of indoles with 2-(2-(alkynyl)benzylidene)malonates and iodine-promoted electrophilic cyclization followed by nucleophilic substitution and aromatization was developed. The products of the functional 5H-benzo[b]carbazol-6-yl ketones were obtained with up to 98% yield.
authors: Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China. bswan@dicp.ac.cn.
authors: Jing
authors: J
authors: Wu
authors: Dongping
authors: D
authors: Wang
authors: Haolong
authors: H
authors: Wang
authors: Fan
authors: F
authors: Wu
authors: Xincheng
authors: X
authors: Li
authors: Boshun
authors: B
authors: Wan
mesh_terms: D000478:Alkylation; D000480:Alkynes / Q000737:chemistry; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods*; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry; D007455:Iodine / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis*; D008314:Malonates / Q000737:chemistry; D008670:Metals / Q000737:chemistry; D015394:Molecular Structure; D015203:Reproducibility of Results
chemical_list: D000480:Alkynes; D007211:Indoles; D007659:Ketones; D008314:Malonates; D008670:Metals; D003300:Copper; D007455:Iodine