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Barton–Kellogg reaction

Index Barton–Kellogg reaction

The Barton–Kellogg reaction is a coupling reaction between a diazo compound and a thioketone through an episulfide intermediate forming an alkene. [1]

29 relations: Alkene, Copper, Coupling reaction, Derek Barton, Diazo, Episulfide, Helvetica Chimica Acta, Hermann Staudinger, Hydrazine, Hydrazone, Journal of the Chemical Society, Ketone, McMurry reaction, Merck Index, Organic and Biomolecular Chemistry, Organic redox reaction, Phosphorus pentasulfide, Reaction mechanism, Silver oxide, Tetrahedron (journal), Tetrahedron Letters, Thioketone, Triphenylphosphine, Triphenylphosphine sulfide, Wittig reaction, Ylide, (Bis(trifluoroacetoxy)iodo)benzene, 1,3-Dipolar cycloaddition, 1,3-dipole.

Alkene

In organic chemistry, an alkene is an unsaturated hydrocarbon that contains at least one carbon–carbon double bond.

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Copper

Copper is a chemical element with symbol Cu (from cuprum) and atomic number 29.

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Coupling reaction

A coupling reaction in organic chemistry is a general term for a variety of reactions where two hydrocarbon fragments are coupled with the aid of a metal catalyst.

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Derek Barton

Sir Derek Harold Richard Barton (8 September 1918 – 16 March 1998) was an English organic chemist and Nobel Prize laureate for 1969.

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Diazo

Diazo refers to a type of organic compound called diazo compound that has two linked nitrogen atoms (azo) as a terminal functional group.

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Episulfide

Episulfides are a class of organic compounds that contain a saturated heterocyclic ring consisting of two carbon atoms and one sulfur atom.

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Helvetica Chimica Acta

Helvetica Chimica Acta is a scientific journal founded by the.

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Hermann Staudinger

Hermann Staudinger (23 March 1881 – 8 September 1965) was a German organic chemist who demonstrated the existence of macromolecules, which he characterized as polymers.

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Hydrazine

Hydrazine is an inorganic compound with the chemical formula (also written), called diamidogen, archaically.

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Hydrazone

Semihydrazone Hydrazones are a class of organic compounds with the structure.

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Journal of the Chemical Society

The Journal of the Chemical Society was a scientific journal established by the Chemical Society in 1849 as the Quarterly Journal of the Chemical Society.

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Ketone

In chemistry, a ketone (alkanone) is an organic compound with the structure RC(.

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McMurry reaction

The McMurry reaction is an organic reaction in which two ketone or aldehyde groups are coupled to an alkene using a titanium chloride compound such as titanium(III) chloride and a reducing agent.

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Merck Index

The Merck Index is an encyclopedia of chemicals, drugs and biologicals with over 10,000 monographs on single substances or groups of related compounds.

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Organic and Biomolecular Chemistry

Organic & Biomolecular Chemistry is a biweekly peer-reviewed scientific journal covering all aspects of organic chemistry, including organic aspects of chemical biology, medicinal chemistry, natural product chemistry, supramolecular chemistry, macromolecular chemistry, theoretical chemistry, and catalysis.

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Organic redox reaction

Organic reductions or organic oxidations or organic redox reactions are redox reactions that take place with organic compounds.

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Phosphorus pentasulfide

Phosphorus pentasulfide is the inorganic compound with the formula P2S5 or dimer P4S10.

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Reaction mechanism

In chemistry, a reaction mechanism is the step by step sequence of elementary reactions by which overall chemical change occurs.

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Silver oxide

Silver(I) oxide is the chemical compound with the formula Ag2O.

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Tetrahedron (journal)

Tetrahedron is a weekly peer-reviewed scientific journal covering the field of organic chemistry.

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Tetrahedron Letters

Tetrahedron Letters is a weekly international journal for rapid publication of full original research papers in the field of organic chemistry.

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Thioketone

Thioketones (also known as thiones or thiocarbonyls) are organosulfur compounds related to conventional ketones.

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Triphenylphosphine

Triphenylphosphine (IUPAC name: triphenylphosphane) is a common organophosphorus compound with the formula P(C6H5)3 - often abbreviated to PPh3 or Ph3P.

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Triphenylphosphine sulfide

Triphenylphosphine sulfide (IUPAC name: triphenyl-λ5-phosphanethione) is the organophosphorus compound with the formula (C6H5)3PS, usually written Ph3PS (where Ph.

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Wittig reaction

The Wittig reaction or Wittig olefination is a chemical reaction of an aldehyde or ketone with a triphenyl phosphonium ylide (often called a Wittig reagent) to give an alkene and triphenylphosphine oxide.

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Ylide

A ylide or ylid is a neutral dipolar molecule containing a formally negatively charged atom (usually a carbanion) directly attached to a heteroatom with a formal positive charge (usually nitrogen, phosphorus or sulfur), and in which both atoms have full octets of electrons.

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(Bis(trifluoroacetoxy)iodo)benzene

(Bis(trifluoroacetoxy)iodo)benzene,, is a hypervalent iodine compound used as a reagent in organic chemistry.

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1,3-Dipolar cycloaddition

The 1,3-dipolar cycloaddition is a chemical reaction between a 1,3-dipole and a dipolarophile to form a five-membered ring.

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1,3-dipole

In organic chemistry, a 1,3-dipolar compound or 1,3-dipole is a dipolar compound with delocalized electrons and a separation of charge over three atoms.

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Redirects here:

Barton olefin synthesis, Barton olefination, Barton-Kellogg olefination, Barton-Kellogg reaction, Barton–Kellogg olefination, Diazo-thioketone coupling.

References

[1] https://en.wikipedia.org/wiki/Barton–Kellogg_reaction

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