title: Role of Noncovalent Sulfur···Oxygen Interactions in Phenoxyl Radical Stabilization: Synthesis of Super Tocopherol-like Antioxidants.
abstract: Noncovalent sulfur···oxygen interactions can increase the stability of chalcogen ortho-substituted phenoxyl radicals. This effect contributes to transforming the 7-hydroxybenzo[b]thiophene moiety in a privileged structural motif to enhance the activity of phenolic antioxidants. A cascade of five consecutive electrophilic reactions occurring in one pot afforded potent and biocompatible α-tocopherol-like antioxidants.
authors.affiliation: Department of Chemistry "U. Schiff", University of Florence , Via della Lastruccia 13, 50019 Sesto Fiorentino, Italy.
authors.forename: Stefano
authors.initials: S
authors.lastname: Menichetti
authors.affiliation: Department of Chemistry "Ciamician", University of Bologna , Via San Giacomo 11, 40126 Bologna, Italy.
authors.forename: Riccardo
authors.initials: R
authors.lastname: Amorati
authors.affiliation: Department of Chemistry "U. Schiff", University of Florence , Via della Lastruccia 13, 50019 Sesto Fiorentino, Italy.
authors.forename: Valentina
authors.initials: V
authors.lastname: Meoni
authors.affiliation: Department of Chemistry "U. Schiff", University of Florence , Via della Lastruccia 13, 50019 Sesto Fiorentino, Italy.
authors.forename: Lorenzo
authors.initials: L
authors.lastname: Tofani
authors.affiliation: Department of Chemistry "U. Schiff", University of Florence , Via della Lastruccia 13, 50019 Sesto Fiorentino, Italy.|CSGI, University of Florence , Via della Lastruccia 3, 50019 Sesto Fiorentino, Italy.
authors.forename: Gabriella
authors.initials: G
authors.lastname: Caminati
authors.affiliation: Department of Chemistry "U. Schiff", University of Florence , Via della Lastruccia 13, 50019 Sesto Fiorentino, Italy.
authors.forename: Caterina
authors.initials: C
authors.lastname: Viglianisi