title: Efficient and connective assembly of highly functionalized benzofurans using o-hydroxyphenones and dichloroethylene.
abstract: The preparation of highly functionalized benzofurans by a unique and connective transformation is reported. Base-catalyzed condensation of o-hydroxyphenones with 1,1-dichloroethylene generates the corresponding chloromethylene furans. These labile intermediates undergo a facile rearrangement into benzofuran carbaldehydes under mild acidic conditions.
authors.affiliation: Laboratory of Organic and Medicinal Chemistry, Université Catholique de Louvain, Bâtiment Lavoisier, Place Louis Pasteur 1 bte L4.01.02. 1348 Louvain-la-Neuve, Belgium.
authors.forename: Florian
authors.initials: F
authors.lastname: Schevenels
authors.forename: István E
authors.initials: IE
authors.lastname: Markó
mesh_terms: D001572:Benzofurans / Q000737:chemistry*; D002384:Catalysis; D004000:Dichloroethylenes / Q000737:chemistry*; D006900:Hydroxylation; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D001572:Benzofurans; D004000:Dichloroethylenes; D007659:Ketones