35883-08-0Relevant articles and documents
Nucleophilic substitution in O-phenyldibenzofuranium and 10-phenylxanthonium cations
Tolstaya,Bobyleva,Vanchikov,Kovalysheva,Kulikov,Tsariev
, p. 789 - 797 (2007/10/03)
Reactions of O-phenyldibenzofuranium tetrafluoroborate with nucleophiles (OH-, NO2-, AcO-) in aqueous media follow the SNAr-mechanism and involve dehydroarenes. In DMSO, this salt smoothly reacts with NO2- and I- with predominant opening of the furan ring. 10-Phenylxanthonium tetrafluoroborate readily arylates the NO2- ion in water (at the N and O atoms), mainly with predominant opening of the central ring, and is completely decomposed even with weak bases (NH2OH, 2,4-dinitrophenylhydrazine). The Baeyer -Villiger oxidation of this salt affords xanthone and 2-phenoxybenzoic acid.