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Riley oxidation
Named after
Harry Lister Riley
Reaction type
Organic redox reaction
The Riley oxidation is a selenium dioxide-mediated oxidation of methylene groups adjacent to carbonyls. It was first reported by Harry Lister Riley and co-workers in 1932.[1] In the decade that ensued, selenium-mediated oxidation rapidly expanded in use, and in 1939, Andre Guillemonat and co-workers disclosed the selenium dioxide-mediated oxidation of olefins at the allylic position.[2] Today, selenium-dioxide-mediated oxidation of methylene groups to alpha ketones and at the allylic position of olefins is known as the Riley Oxidation.[3]
^Riley, Harry Lister; Morley, John Frederick; Friend, Norman Alfred Child (1932-01-01). "255. Selenium dioxide, a new oxidising agent. Part I. Its reaction with aldehydes and ketones". Journal of the Chemical Society (Resumed): 1875–1883. doi:10.1039/jr9320001875. ISSN 0368-1769.
^Guillemonat (1939). "Oxidation of ethylenic hydrocarbons using selenium dioxide".
^Kurti, Laszlo (29 September 2005). Strategic Applications of Named Reactions in Organic Synthesis. pp. 380–381. ISBN 978-0-12-429785-2.
The Rileyoxidation is a selenium dioxide-mediated oxidation of methylene groups adjacent to carbonyls. It was first reported by Harry Lister Riley and...
off. This type of reaction is called a Rileyoxidation. It is also renowned as a reagent for allylic oxidation, a reaction that entails the following...
of oxidation with selenium oxide is called Rileyoxidation. In presence of a β-hydrogen, a selenide will give an elimination reaction after oxidation, to...
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oxidized by air. The oxidation is catalyzed by the enzyme gallate dioxygenase, an enzyme found in Pseudomonas putida. Oxidative coupling of gallic acid...
for the oxidation of alkylboranes to alcohols, the second step of hydroboration-oxidation. It is also the principal reagent in the Dakin oxidation process...
can also be produced by the oxidation of iodates with chlorine and sodium hydroxide. Or, similarly, from iodides by oxidation with bromine and sodium hydroxide:...
(K5IO6) has never been reported. Potassium periodate can be prepared by the oxidation of an aqueous solution of potassium iodate by chlorine and potassium hydroxide...
down by beta oxidation to release acetyl-CoA, which then is fed into the citric acid cycle. Fatty acids release more energy upon oxidation than carbohydrates...
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nitroso species which then further decompose. HNO is generated via organic oxidation of cyclohexanone oxime with lead tetraacetate to form 1-nitrosocyclohexyl...
reduction of berkelium(IV) oxide with thorium or lanthanum. Two oxides of berkelium are known, with the berkelium oxidation state of +3 (Bk2O3) and +4...
hypersensitivity reactions. Allergic reactions may be due to the various oxidation products that are formed by exposure of the oil to light and air. Consequently...
1016/0006-291X(64)90359-6. PMID 5871805. Naish-Byfield S, Riley PA (November 1992). "Oxidation of monohydric phenol substrates by tyrosinase. An oximetric...
at the bottom of a basin. Anoxic conditions will occur if the rate of oxidation of organic matter by bacteria is greater than the supply of dissolved...
as the potential for oxidation to dinitrogen, E° (N2 + 6 [NH4]+ + 6 e− ⇌ 8 NH3), is only +0.04 V. In practice, both oxidation to dinitrogen and reduction...
Association of Polyol Producers. 22 March 2017. Retrieved 7 February 2019. Riley, P.; Moore, D.; Ahmed, F.; Sharif, M.O.; Worthington, H.V. (26 March 2015)...
electrons, the higher oxidation states +3 and +5 have been suggested for nihonium. Some simple compounds with nihonium in the +3 oxidation state would be the...
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