Catalytic Hypervalent Iodine Oxidation of p-Dialkoxybenzenes to p-Quinones Using 4-Iodophenoxyacetic Acid and Oxone
نویسندگان
چکیده
منابع مشابه
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.
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We have developed the first example of hypervalent iodine(V)-catalyzed regioselective oxidation of phenols to o-quinones. Various phenols could be oxidized to the corresponding o-quinones in good to excellent yields using catalytic amounts of sodium salts of 2-iodobenzenesulfonic acids (pre-IBSes) and stoichiometric amounts of Oxone® as a co-oxidant under mild conditions. The reaction rate of I...
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A new method for the electrophilic α-alkynylation of ketones was developed using hypervalent iodine under mild and metal-free conditions. Carbonyl compounds containing an α-acetylene group were obtained in good to excellent yields for several ketones using 1-[(trimethylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one (TMS-EBX) as an alkynylation agent in the presence of t-BuOK and TBAF in THF as solven...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 2008
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.56.1632