title: Synthesis of alkyl aryl(heteroaryl)acetates from N-oxides, 1,1-difluorostyrenes, and alcohols.
abstract: Derivatives of aryl(heteroaryl)acetic acids or aryl(heteroaryl)methanes are formed from imidazole or thiazole N-oxide, 1,1-difluorostyrene, and an alcohol, amine, or water in a three-component reaction, which probably occurs via 1,3-dipolar cycloaddition. The whole process is a novel method for functionalization of a heterocyclic ring in a position originally occupied by hydrogen. Preliminary experiments show that it occurs for 6-membered N-oxides as well.
authors.affiliation: Institute of Organic Chemistry, Polish Academy of Sciences , Kasprzaka 44/52, 01-224 Warsaw 42, Poland.
authors.forename: Rafał
authors.initials: R
authors.lastname: Loska
authors.forename: Katarzyna
authors.initials: K
authors.lastname: Szachowicz
authors.forename: Dorota
authors.initials: D
authors.lastname: Szydlik
mesh_terms: D000085:Acetates / Q000737:chemistry*; D000438:Alcohols / Q000737:chemistry*; D000588:Amines / Q000737:chemistry; D003497:Cyclic N-Oxides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013343:Styrenes / Q000737:chemistry*
chemical_list: C587703:1,1-difluorostyrene; D000085:Acetates; D000438:Alcohols; D000588:Amines; D003497:Cyclic N-Oxides; D013343:Styrenes