Significant enhancement in the efficiency and selectivity of iron-catalyzed oxidative cross-coupling of phenols by fluoroalcohols

Autor: Aviya Werbeloff, Kavitha Sudheendran, Yulia Vainer, Sachin Narute, Doron Pappo, Hadas Shalit, Eden Gaster, Almog Regev
Rok vydání: 2014
Předmět:
Zdroj: Angewandte Chemie (International ed. in English). 54(14)
ISSN: 1521-3773
Popis: 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.
Databáze: OpenAIRE