title: Significant enhancement in the efficiency and selectivity of iron-catalyzed oxidative cross-coupling of phenols by fluoroalcohols.
abstract: Significant enhancement of both the rate and the chemoselectivity of iron-catalyzed oxidative coupling of phenols can be achieved in fluorinated solvents, such as 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP), 2,2,2-trifluoroethanol (TFE), and 1-phenyl-2,2,2-trifluoroethanol. The generality of this effect was examined for the cross-coupling of phenols with arenes and polycyclic aromatic hydrocarbons (PAHs) and of phenol with β-dicarbonyl compounds. The new conditions were utilized in the synthesis of 2'''-dehydroxycalodenin B in only four synthetic steps.
authors: Department of Chemistry, Ben-Gurion University of the Negev, Beer-Sheva 84105 (Israel).
authors: Eden
authors: E
authors: Gaster
authors: Yulia
authors: Y
authors: Vainer
authors: Almog
authors: A
authors: Regev
authors: Sachin
authors: S
authors: Narute
authors: Kavitha
authors: K
authors: Sudheendran
authors: Aviya
authors: A
authors: Werbeloff
authors: Hadas
authors: H
authors: Shalit
authors: Doron
authors: D
authors: Pappo
keywords: cross-dehydrogenative coupling; fluorinated solvents; iron catalysis; oxidative cross-coupling; phenols