Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 6, Pages 2350-2352Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo048544x
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Reaction conditions are described for the oxidation of anilines furnishing nitrosoarenes and the synthesis of unsymmetrically substituted azobenzenes. In a comparative study, the catalytic oxidation of methyl 4-aminobenzoate by hydrogen peroxide was investigated, and SeO2 proved to be superior or equal to methyl trioxorhenium (MTO) and Na2WO4, respectively. Nevertheless, the application of the inexpensive, environmentally friendly, Oxone in a biphasic system proved to be more efficient, and a variety of useful nitrosoarenes for the synthesis of azo compounds were prepared in high yield and purity on a large scale.
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