title: An effective synthesis of 5,4'-disubstituted flavones via a cesium enolate assisted intramolecular ipso-substitution reaction.
abstract: A variety of 5,4'-disubstituted flavones, which are anticipated to be androgen receptor antagonists to treat diseases mediated by the androgen receptor, were synthesized. It was found that an intramolecular ipso-substitution reaction via cesium enolate using 2-fluoro-6-hydroxyacetophenone and various benzoyl chlorides was effective in the preparation of 5-hydroxy-4'-alkylflavones.
authors.affiliation: Department of Applied Biological Chemistry, Faculty of Agriculture, Meijo University, 1-501 Shiogamaguchi,Tempaku-ku, Nagoya, Japan. matsugi@meijo-u.ac.jp
authors.forename: Masato
authors.initials: M
authors.lastname: Matsugi
authors.forename: Masaki
authors.initials: M
authors.lastname: Takeda
authors.forename: Ayano
authors.initials: A
authors.lastname: Takahashi
authors.forename: Takahide
authors.initials: T
authors.lastname: Tazaki
authors.forename: Hiroto
authors.initials: H
authors.lastname: Tamura
authors.forename: Takayuki
authors.initials: T
authors.lastname: Shioiri
mesh_terms: D059002:Androgen Receptor Antagonists / Q000138:chemical synthesis / Q000737:chemistry; D002586:Cesium / Q000737:chemistry*; D047309:Flavones / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D059002:Androgen Receptor Antagonists; D047309:Flavones; D002586:Cesium