Efficient synthesis of p-quinols using catalytic hypervalent iodine oxidation of 4-arylphenols with 4-iodophenoxyacetic acid and oxone.
Efficient synthesis of p-quinols (2) using catalytic hypervalent iodine oxidation of 4-arylphenols (1) with 4-iodophenoxyacetic acid (3) and Oxone was developed. Reaction of 1 with a catalytic amount of 3 in the presence of Oxone as a co-oxidant in tetrahydrofuran or 1,4-dioxane-water gave the corresponding 2 in excellent yields.
Yakura
Takayuki
T
Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama, Sugitani, Toyama 930-0194, Japan. yakura@pha.u-toyama.ac.jp
Omoto
Masanori
M
D002384:Catalysis; D006873:Hydroquinones / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D017613:Iodine Compounds / Q000737:chemistry*; D007462:Iodobenzenes / Q000737:chemistry*; D010084:Oxidation-Reduction; D010636:Phenols / Q000737:chemistry*; D013464:Sulfuric Acids / Q000737:chemistry*
C534660:4-iodophenoxyacetic acid; D006873:Hydroquinones; D007202:Indicators and Reagents; D017613:Iodine Compounds; D007462:Iodobenzenes; D010636:Phenols; D013464:Sulfuric Acids; C048813:potassium peroxymonosulfuric acid