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Wolff

Kubinyi H 1995. The Quantitative Analysis of Structure-Activity Relationships. In Wolff M E (Editor) Burger s Medicinal Chemistry and Drug Discovery. 5th Edition, Volume 1. New York, John Wiley Sons, pp. 497-571. [Pg.735]

Wolff - Kishner reduction of aldehydes and ketones. Upon heating the hydrazoiie or semicarbazone of an aldehyde or ketone with potassium hydroxide or with sodium ethoxide solution (sealed tube), the corresponding hydrocarbon is obtained ... [Pg.510]

The disadvantages associated with the Clemmensen reduction of carbonyl compounds (see 3 above), viz., (a) the production of small amounts of carbinols and unsaturated compounds as by-products, (h) the poor results obtained with many compounds of high molecular weight, (c) the non-appUcability to furan and pyrrole compounds (owing to their sensitivity to acids), and (d) the sensitivity to steric hindrance, are absent in the modified Wolff-Kishner reduction. [Pg.511]

Method B (Huang - Minion modification of Wolff - Kishner reduction)... [Pg.516]

Williamson synthesis Wohl-Ziegler reaction Wolff rearrangement Wolff Kishner reduction Wurtz reaction Wurtz-Fittig reaction... [Pg.1211]

Low-valent nitrogen and phosphorus compounds are used to remove hetero atoms from organic compounds. Important examples are the Wolff-Kishner type reduction of ketones to hydrocarbons (R.L. Augustine, 1968 D. Todd, 1948 R.O. Hutchins, 1973B) and Barton s olefin synthesis (p. 35) both using hydrazine derivatives. [Pg.97]

The conversion of primary alcohols and aldehydes into carboxylic acids is generally possible with all strong oxidants. Silver(II) oxide in THF/water is particularly useful as a neutral oxidant (E.J. Corey, 1968 A). The direct conversion of primary alcohols into carboxylic esters is achieved with MnOj in the presence of hydrogen cyanide and alcohols (E.J. Corey, 1968 A,D). The remarkably smooth oxidation of ethers to esters by ruthenium tetroxide has been employed quite often (D.G. Lee, 1973). Dibutyl ether affords butyl butanoate, and tetra-hydrofuran yields butyrolactone almost quantitatively. More complex educts also give acceptable yields (M.E. Wolff, 1963). [Pg.134]

The reaction of cyclohexene with the diazopyruvate 25 gives unexpectedly ethyl 3-cyclohexenyl malonate (26), involving Wolff rearrangement. No cyclo-propanation takes place[28]. 1,3-Dipolar cycloaddition takes place by the reaction of acrylonitrile with diazoacetate to afford the oxazole derivative 27[29]. Bis(trimethylstannyl)diazomethane (28) undergoes Pd(0)-catalyzed rearrangement to give the A -stannylcarbodiimide 29 under mild conditions[30]. [Pg.532]

Thiazole acid chlorides react with diazomethane to give the diazoketone. The later reacts with alcoholic hydrogen chloride to give chloroacetylthiazole (Scheme 16). However, the Wolff rearrangement of the diazoketone is not consistently satisfactory (82). Heated with alcohol in the presence of copper oxide the 5-diazomethylketone (24) gives ethyl 5-thiazoleacetate (25) instead of the expected ethoxymethyl 5-thiazolyl ketone (Scheme 17) (83). [Pg.529]

Both the Clemmensen and the Wolff-Kishner reductions are designed to carry out a specific functional group transformation the reduction of an aldehyde or ketone carbonyl to a methylene group Neither one will reduce the carbonyl group of a carboxylic acid nor... [Pg.487]

The key here is to recognize that an ethyl substituent can be introduced by Fnedel-Crafts acylation followed by a Clemmensen or Wolff-Kishner reduction step later in the syn thesis If the chlorine is introduced prior to reduction it will be directed meta to the acetyl group giving the correct substitution pattern... [Pg.506]

Friedel-Crafts acylation followed by Clemmensen or Wolff-Kishner reduction is a standard sequence used to introduce a primary alkyl group onto an aromatic ring... [Pg.509]

Table 17 2 summarizes the reactions of aldehydes and ketones that you ve seen m ear her chapters All are valuable tools to the synthetic chemist Carbonyl groups provide access to hydrocarbons by Clemmensen or Wolff-Kishner reduction (Section 12 8) to alcohols by reduction (Section 15 2) or by reaction with Grignard or organolithmm reagents (Sections 14 6 and 14 7)... [Pg.712]

Two methods for converting carbonyl groups to methylene units are the Clem mensen reduction (zinc amalgam and con centrated hydrochloric acid) and the Wolff-Kishner reduction (heat with hydra zine and potassium hydroxide in a high boiling alcohol)... [Pg.713]

Wolff-Kishner reduction (Section 12 8) Method for reducing the carbonyl group of aldehydes and ketones to a methylene... [Pg.1297]

Wohl-Aue synthesis Wohlwill process Wolff-Chaikoff effect... [Pg.1071]


See other pages where Wolff is mentioned: [Pg.315]    [Pg.123]    [Pg.109]    [Pg.382]    [Pg.267]    [Pg.270]    [Pg.69]    [Pg.487]    [Pg.488]    [Pg.513]    [Pg.748]    [Pg.1071]    [Pg.1071]    [Pg.110]    [Pg.119]    [Pg.310]    [Pg.382]    [Pg.382]    [Pg.382]    [Pg.382]    [Pg.382]    [Pg.382]    [Pg.382]    [Pg.382]    [Pg.383]    [Pg.383]   
See also in sourсe #XX -- [ Pg.252 , Pg.1250 , Pg.1405 ]

See also in sourсe #XX -- [ Pg.338 ]

See also in sourсe #XX -- [ Pg.643 ]

See also in sourсe #XX -- [ Pg.47 ]




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1,2,3-Thiadiazoles Wolff rearrangement

A Wolff-Kishner reduction

A-Diazo ketones, Wolff

Acute Wolff—Chaikoff effect

Aldehyde Wolff-Kishner reaction

Aldehydes, Wolff-Kishner

Aldehydes, Wolff-Kishner reduction

Amdt-Eistert synthesis Wolff rearrangement

And Thomas Wolff © 2005 John Wiley Sons, Inc

Antibiotics Wolff rearrangement

Aromatic compounds Wolff-Kishner reduction

Benzaldehyde Wolff-Kishner reduction

Benzophenone Wolff-Kishner reduction

By Wolff rearrangement

By Wolff-Kishner reduction

Carbenes Wolff rearrangement

Carbenes Wolff rearrangments

Carbonyl compounds Wolff-Kishner reduction

Correlation time Wolff algorithm

Cyclization reactions Wolff rearrangement

Cycloaddition reactions Wolff rearrangement

Cyclohexanone Wolff-Kishner reduction

Cyclohexanone, 2-haloeliminations Wolff-Kishner reductions

De Wolff

De Wolff disorder

Decarboxylation (s. a. Carbon Wolff-Kishner-Huang Minion

Diazo Wolff rearrangements

Diazo ketones Wolff rearrangements, silver® oxide

Diazo ketones vinylogous Wolff rearrangement

Diazoacetophenone, Wolff rearrangement

Diazoketone Wolff rearrangement

Diazoketones Wolff rearrangement

FORMATION AND PHOTOCHEMICAL WOLFF REARRANGEMENT

FORMATION AND PHOTOCHEMICAL WOLFF REARRANGEMENT OF CYCLIC a-DIAZO

Friedel-Crafts acylation Wolff-Kishner reduction

Homologation Wolff rearrangement

Huang Minion reduction s. Wolff-Kishner

Huang-Minlon modification, Wolff-Kishner

Hydrazine (s. a. Wolff-Kishner

Hydrazones Wolff-Kishner reduction

Imines Wolff—Kishner reduction

Indoles, 3-acyl-, Wolff-Kishner reduction

Ising model Wolff algorithm

Ketenes Wolff rearrangement

Ketocarbenes Wolff rearrangement

Ketones Wolff Kishner reduction

Ketones Wolff rearrangement

Ketones Wolff-Kishner reaction

Ketones, Wolff-Kishner

Ketones, reductive cleavage Wolff-Kishner reduction

Kishner s. Wolff

Matrix photolysis, Wolff rearrangement

Named rearrangements Wolff

Nucleophilic Addition of Hydrazine The Wolff-Kishner Reaction

O by Wolff-Kishner reductio

Oxirene Wolff rearrangement

Pentanoic acid, 3-diazo-2,4-dioxomethyl ester Wolff rearrangement

Photo-Wolff reaction

Photo-Wolff rearrangement

Photochemical Wolff rearrangement

Photochemical reactions Wolff rearrangement

Reaction Wolff-Kishner reduction

Rearrangement reactions Wolff rearrangements

Rearrangements Wolff rearrangement

Reduction With Hydrazine (Wolff-Kishner)

Retro-Wolff rearrangement

Rhodium catalysts Wolff rearrangement

Ring contraction in photolytic Wolff rearrangements

Ring contraction reactions Wolff rearrangement

Ring contractions Wolff rearrangement

SEMMLER • WOLFF - SCHROETER Oxime

Semmler-Wolff reaction

Silver benzoate Wolff rearrangement

Silver oxide Wolff rearrangement

Sulfines, Wolff rearrangement

Surfactant Solutions, Photochemistry in (von Biinau and Wolff)

The Wolff-Kishner Reduction

Toluene Wolff rearrangement

Tritylone ethers Wolff-Kishner reduction

Vinylogous Wolff

Vinylogous Wolff rearrangement

WOLFF rearrangement distribution

Wolff Committee report

Wolff Huang Minion modificatio

Wolff Walsrode

Wolff abnormal

Wolff algorithm

Wolff cluster algorithm

Wolff cyclic carbenes

Wolff cyclohexene

Wolff history

Wolff ketene reaction

Wolff mechanism

Wolff metal catalyzed

Wolff photolytic

Wolff products

Wolff rearrangement

Wolff rearrangement amide synthesis

Wolff rearrangement carbene intermediate

Wolff rearrangement cascade reactions

Wolff rearrangement chemistry

Wolff rearrangement competing reactions

Wolff rearrangement initiation

Wolff rearrangement mechanism

Wolff rearrangement of a-diazo ketones

Wolff rearrangement of a-diazoketones

Wolff rearrangement of diazoketone

Wolff rearrangement photolysis

Wolff rearrangement protocols

Wolff rearrangement regioselectivity

Wolff rearrangement ring-contracting

Wolff rearrangement silver -promoted

Wolff rearrangement stereochemistry

Wolff rearrangement synthesis

Wolff rearrangement synthetic utility

Wolff rearrangement thermolysis

Wolff rearrangement, Arndt-Eistert

Wolff rearrangement, Arndt-Eistert homologation

Wolff rearrangement, esters

Wolff rearrangement, ketene

Wolff rearrangements diazo compounds

Wolff rearrangements diazocarbonyl compounds

Wolff rearrangements, silenes

Wolff reviews

Wolff ring contraction

Wolff thermal

Wolff, Christian

Wolff, Harold

Wolff, Ludwig

Wolff, photochemical

Wolff-Chaikoff block

Wolff-Chaikoff effect

Wolff-Kichner reduction

Wolff-Kischner

Wolff-Kischner reaction

Wolff-Kischner reduction

Wolff-Kishner

Wolff-Kishner cyclization

Wolff-Kishner deoxygenation

Wolff-Kishner method

Wolff-Kishner modified reduction

Wolff-Kishner reaction

Wolff-Kishner reaction Huang-Minlon modification

Wolff-Kishner reaction mechanism

Wolff-Kishner reaction, Huang-Minlon

Wolff-Kishner reduction

Wolff-Kishner reduction Barton modification

Wolff-Kishner reduction HCtfO

Wolff-Kishner reduction Henbest modification

Wolff-Kishner reduction Huang-Minlon modification

Wolff-Kishner reduction Nagata and Itazaki modification

Wolff-Kishner reduction chemistry

Wolff-Kishner reduction chemoselectivity

Wolff-Kishner reduction hydrazones and arylsulfonylhydrazones

Wolff-Kishner reduction isomerization of double bonds

Wolff-Kishner reduction limitations

Wolff-Kishner reduction mechanism

Wolff-Kishner reduction modified procedures

Wolff-Kishner reduction nitrogen elimination

Wolff-Kishner reduction product

Wolff-Kishner reduction rearrangement

Wolff-Kishner reduction side reactions

Wolff-Kishner reduction steric effects

Wolff-Kishner reduction, Huang-Minlon

Wolff-Kishner reduction, of aldehydes and

Wolff-Kishner reduction, of aldehydes and ketones

Wolff-Kishner reduction, use

Wolff-Kishner type reduction

Wolff-Kishner type reductive deoxygenation

Wolff-Kizhner reduction

Wolff-Kizhner reduction ketones

Wolff-Parkinson-White Syndrome WPW

Wolff-Parkinson-White syndrom

Wolff-Parkinson-White syndrome

Wolff-Parkinson-White syndrome conduction

Wolff-Schroter rearrangement

Wolff-type rearrangement

Wolff/Cope sequence

Wolffs equilibrium form

Wolffs law

Wolff’s law

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