title: 1,4-Difluoro-2,5-dimethoxybenzene as a precursor for iterative double benzyne-furan Diels-Alder reactions.
abstract: [reaction: see text] The use of 1,4-difluoro-2,5-dimethoxybenzene as a novel precursor for iterative two-directional benzyne-furan Diels-Alder reactions, using a range of 2- and 3-substituted furans, is reported. Substituted oxabenzonorbornadienes were synthesized following the initial Diels-Alder reaction, which upon ring opening under acidic conditions gave substituted naphthol derivatives. Highly substituted anthracenols were generated in the second benzyne-furan Diels-Alder reaction following acid-catalyzed isomerization of the cycloadducts.
authors.affiliation: Department of Chemistry, Imperial College London, South Kensington, London, SW7 2AZ, England.
authors.forename: Gillian E
authors.initials: GE
authors.lastname: Morton
authors.forename: Anthony G M
authors.initials: AG
authors.lastname: Barrett