Carbonyl oxidation with hypervalent iodine reagents information
Chemical reaction
Carbonyl oxidation with hypervalent iodine reagents involves the functionalization of the α position
of carbonyl compounds through the intermediacy of a hypervalent iodine(III) enolate species. This electrophilic
intermediate may be attacked by a variety of nucleophiles or undergo rearrangement or elimination.[1]
^Moriarty, R. M.; Prakash, O. Org. React.1999, 54, 273. doi:10.1002/0471264180.or054.02
and 27 Related for: Carbonyl oxidation with hypervalent iodine reagents information
rule. Hypervalentiodine oxyanions are known for oxidation states +1, +3, +5, and +7; organic analogues of these moieties are known for each oxidation state...
generation ionic liquids as green solvents for the oxidation of alcohols withhypervalentiodinereagents", Tetrahedron, 2004, 60, 2131–35 Stevens R, Chapman...
specialized oxidizing agents; chromium(VI) reagents are popular. Oxidation can be achieved by heating the alcohol with an acidified solution of potassium dichromate...
In chemistry, the oxidation state, or oxidation number, is the hypothetical charge of an atom if all of its bonds to other atoms were fully ionic. It...
rule). Several specific classes of hypervalent molecules exist: Hypervalentiodine compounds are useful reagents in organic chemistry (e.g. Dess–Martin...
yellow-orange salt with the formula [C5H5NH]+[CrO3Cl]−. It is a reagent in organic synthesis used primarily for oxidation of alcohols to form carbonyls. A variety...
and carbon dioxide via various means of oxidative decarboxylation. Henry Drysdale Dakin discovered this oxidation in 1916. From aryl carboxylic acids (Letts...
peroxy acids, molecular oxygen, and hypervalentiodinereagents. Kürti, pp. 388–389. Myers, A.G. Chemistry 215: Oxidation Archived 2011-03-12 at the Wayback...
In particular, calcium oxide (lime) reacts with sulfur dioxide to form calcium sulfite: CaO + SO2 → CaSO3 Aerobic oxidation of the CaSO3 gives CaSO4...
construction of a new carbon–carbon double bond by coupling or condensation of a carbonyl compound (such as an aldehyde or ketone) to a carbanion or its equivalent...
involves the reaction of a carbanion with allyl chloride. Alternatives include carbonyl allylation with allylmetallic reagents, such as allyltrimethylsilane...
out with the iodine-starch reaction. Here peroxides, hydroperoxides or peracids oxidize the added potassium iodide into iodine, which reacts with starch...
organic compound with the structure R−C(=O)−R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group −C(=O)−...
same oxidation state at the central carbon, but have substantially different chemical stability and reactivity as compared to the analogous carbonyl compounds...
described. Imine react with dienes in the Imine Diels-Alder reaction to a tetrahydropyridine. tosylimines react with α,β-unsaturated carbonyl compound to give...
Sources of carbon nucleophiles, e.g., Grignard reagents and organolithium compounds, add readily to the carbonyl. Compared to ketones and aldehydes, esters...
reactions of ethylene include in order of scale: 1) polymerization, 2) oxidation, 3) halogenation and hydrohalogenation, 4) alkylation, 5) hydration, 6)...
"Pyridine". In Paquette, L. (ed.). Encyclopedia of Reagents for Organic Synthesis. e-EROS (Encyclopedia of Reagents for Organic Synthesis). New York: J. Wiley...
hydrolyzes to a carbonyl and azanone. Grignard reagents combine with nitro compounds to give a nitrone; but a Grignard reagentwith an α hydrogen will...
expensive consumable reagents. Oxidation of primary alcohols or aldehydes with strong oxidants such as potassium dichromate, Jones reagent, potassium permanganate...
usually introduced using reagents that behave as sources of the phenyl anion or the phenyl cation. Representative reagents include phenyllithium (C6H5Li)...
15. Conversely, under extremely acidic conditions, the carbonyl oxygen can become protonated with a pKa of roughly −1. It is not only because of the positive...
alkynylations in general, terminal alkynes add to carbonyl compounds to give the hydroxyalkyne. Alkynes form complexes with transition metals. Such complexes occur...
two substituents eliminate from the same carbon atom. This occurs withreagentswith no good leaving groups vicinal to an acidic proton are exposed to...
the production of propylene oxide. Of specialized interest, chiral epoxides are prepared using hydroperoxides as reagents in the Sharpless epoxidation...
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