title: Construction of dibenzo-fused seven- to nine-membered carbocycles via Brønsted acid-promoted intramolecular Friedel-Crafts-type alkenylation.
abstract: Brønsted acid-promoted intramolecular hydroarylation of alkynylbenzenes carrying an arylalkyl group at the ortho-position leads to alkylidenedibenzo[a,d]cycloheptenes, -octenes and -nonenes in up to quantitative yield with complete regioselectivity. The scope and limitation of this reaction and application to the synthesis of tricyclic antidepressants are described.
authors: Research Center for Chirality, Research Institute for Science & Technology, Tokyo University of Science, Kagurazaka, Shinjuku, Tokyo 162-8601, Japan. totani@rs.tus.ac.jp tsaito@rs.kagu.tus.ac.jp.
authors: Takashi
authors: T
authors: Otani
authors: Kanako
authors: K
authors: Ueki
authors: Kinryo
authors: K
authors: Cho
authors: Kan
authors: K
authors: Kanai
authors: Kotaro
authors: K
authors: Tateno
authors: Takao
authors: T
authors: Saito
mesh_terms: D000143:Acids / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D001555:Benzene Derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure
chemical_list: D000143:Acids; D000480:Alkynes; D001555:Benzene Derivatives