title: One-pot synthesis of benzo[f]indole-4,9-diones from 1,4-naphthoquinones and terminal acetylenes.
abstract: In this paper, a concise one-pot method for the construction of benzo[f]indole-4,9-dione motifs is described. These transformations proceed via a sequential palladium- and copper-catalyzed coupling reaction of 1,4-naphthoquinones with terminal acetylenes, followed by a copper-catalyzed intramolecular cyclization reaction of the resulting coupling product.
authors.affiliation: Faculty of Pharmacy, Takasaki University of Health and Welfare, Takasaki, Japan. yamashita@takasaki-u.ac.jp
authors.forename: Mitsuaki
authors.initials: M
authors.lastname: Yamashita
authors.forename: Kazunori
authors.initials: K
authors.lastname: Ueda
authors.forename: Koichi
authors.initials: K
authors.lastname: Sakaguchi
authors.forename: Harukuni
authors.initials: H
authors.lastname: Tokuda
authors.forename: Akira
authors.initials: A
authors.lastname: Iida
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000032:analysis / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D002384:Catalysis; D045744:Cell Line, Tumor; D003300:Copper / Q000737:chemistry / Q000378:metabolism; D003500:Cyclization; D015195:Drug Design; D055808:Drug Discovery / Q000379:methods*; D004353:Drug Evaluation, Preclinical; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D009285:Naphthoquinones / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D000480:Alkynes; D000970:Antineoplastic Agents; D007211:Indoles; D009285:Naphthoquinones; D010165:Palladium; D003300:Copper