title: Copper(II)chloride-mediated cyclization reaction of N-alkoxy-ortho-alkynylbenzamides.
abstract: A regioselective intramolecular cyclization/halogenation reaction of N-alkoxy-o-alkynylbenzamides with CuCl(2)/NCS was developed. The corresponding 3-(chloromethylene)isobenzofuran-1-ones were exclusively obtained via 5-exo-dig cyclization in moderate to excellent yields within 0.5-1 h. This approach has been successfully used to synthesize a biaryl compound by the Suzuki-Miyaura reaction.
authors.affiliation: Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe, Hyogo 658-8558, Japan.
authors.forename: Manita
authors.initials: M
authors.lastname: Jithunsa
authors.forename: Masafumi
authors.initials: M
authors.lastname: Ueda
authors.forename: Okiko
authors.initials: O
authors.lastname: Miyata
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001549:Benzamides / Q000737:chemistry*; D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D015394:Molecular Structure
chemical_list: D000480:Alkynes; D001549:Benzamides; D001572:Benzofurans; D003300:Copper; C029892:cupric chloride