Overall Score3.5
- Generality
- Reagent Availability
- Experimental User Friendliness
- Criteria #4
- Criteria #5
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General Characteristics
Anilines can be converted into aminophenols by the reaction called the Boyland-Sims oxidation. Ortho-hydroxylated products are usually obtained preferentially.
The oxidation of phenols under the same conditions is called the Elbs persulfate oxidation.
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General References
- Boyland, E. et al. J. Chem. Soc. 1953, 3623. DOI: 10.1039/JR9530003623
- Boyland, E.; Sims, P. J. Chem. Soc. 1954, 980. DOI: 10.1039/JR9540000980
- Behrman, E. J. Org. React. 1988, 35, 421.
- Boyland, E.; Sims, P.; Williams, D. C. Biochem. J. 1956, 62, 546.
Reviews
- Behrman E. J.; Beilstein J. Org. Chem. 2006, 2, 22. DOI: 10.1186/1860-5397-2-22
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Reaction Mechanism
Reference: Behrman, E. J. J. Org. Chem. 1992, 57, 2266. DOI: 10.1021/jo00034a016
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Examples
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Experimental Procedure
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Experimental Tips
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References
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Related Reactions
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Related Books
[amazonjs asin=”019514628X” locale=”US” title=”The Mechanisms of Atmospheric Oxidation of the Aromatic Hydrocarbons”]
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External Links