title: A new and efficient synthesis of 4-functionalized benzo[b]furans from 2,3-dihalophenols.
abstract: Tandem Sonogashira coupling/5-endo-dig cyclization reactions on 2,3-dihalophenols suppose a straightforward entry to 4-halobenzo[b]furans, which can be easily transformed into 4-functionalized benzo[b]furans, that are difficult to synthesize by other procedures. On the other hand, the starting 2,3-dihalophenols are efficiently prepared from commercially available 3-halophenols, via their N,N-diethyl carbamates by selective lithiation at the 2-positions by treatment with s-BuLi/TMEDA or LDA at low temperature and reaction with halogen electrophilic reagents.
authors.affiliation: Departamento de Química, Area de Química Orgánica, Facultad de Ciencias, Universidad de Burgos, Pza. Missael Bañuelos s/n, 09001-Burgos, Spain. rsd@ubu.es
authors.forename: Roberto
authors.initials: R
authors.lastname: Sanz
authors.forename: M Pilar
authors.initials: MP
authors.lastname: Castroviejo
authors.forename: Yolanda
authors.initials: Y
authors.lastname: Fernández
authors.forename: Francisco J
authors.initials: FJ
authors.lastname: Fañanás
mesh_terms: D001554:Benzene / Q000737:chemistry*; D002219:Carbamates / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D006868:Hydrolysis; D015394:Molecular Structure
chemical_list: D002219:Carbamates; D005663:Furans; D006846:Hydrocarbons, Halogenated; D001554:Benzene