title: Direct one-pot synthesis of phenanthrenes via Suzuki-Miyaura coupling/aldol condensation cascade reaction.
abstract: We have developed an efficient cascade reaction, a Suzuki-Miyaura coupling followed by an aldol condensation, for the construction of phenanthrene derivatives using microwave irradiation. For example, the reaction of methyl 2-bromophenylacetamide with 2-formylphenylboronic acid in the presence of a palladium catalyst and a base provided a biaryl intermediate, which underwent in situ cyclization to afford the corresponding phenanthrene in high yield.
authors.affiliation: Department of Chemistry, Chungnam National University, 220 Gung-dong, Daejeon 305-764, Korea.
authors.forename: Young Ha
authors.initials: YH
authors.lastname: Kim
authors.forename: Hyuk
authors.initials: H
authors.lastname: Lee
authors.forename: Yeong Joon
authors.initials: YJ
authors.lastname: Kim
authors.forename: Bum Tae
authors.initials: BT
authors.lastname: Kim
authors.forename: Jung-Nyoung
authors.initials: JN
authors.lastname: Heo
mesh_terms: D002384:Catalysis; D003500:Cyclization; D007659:Ketones / Q000737:chemistry* / Q000528:radiation effects; D008872:Microwaves; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D010616:Phenanthrenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000528:radiation effects; D013237:Stereoisomerism
chemical_list: D007659:Ketones; D009942:Organometallic Compounds; D010616:Phenanthrenes; D010165:Palladium