Synthesis of naphthalenediols by aerobic oxidation of diisopropylnaphthalenes catalyzed by N-hydroxyphthalimide (NHPI)/α,α′-azobisisobutyronitrile (AIBN)

被引:67
作者
Aoki, Y [1 ]
Sakaguchi, S [1 ]
Ishii, Y [1 ]
机构
[1] Kansai Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5648680, Japan
关键词
homogeneous catalysis; hydroperoxides; N-hydroxyphthalimide; oxidation; radicals;
D O I
10.1002/adsc.200303168
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Naphthalenediols were successfully synthesized in a one-pot reaction through the oxidation of diisopropylnaphthalenes with air catalyzed by N-hydroxyphthalimide (NHPI) combined with azobisisobutyronitrile (AIBN) followed by decomposition with sulfuric acid. Thus, the oxidation of 2,6-diisopropylnaphthalene with air (20 atm) in the presence of AIBN (3 mol %) and NHPI (10 mol %) in CH3CN at 75degreesC for 21 h followed by treatment with 0.3 M H2SO4 gave 2,6-naphthalenediol in 92% yield.
引用
收藏
页码:199 / 202
页数:4
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