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Carboxylic acid derivates

Activated Adds Chern. Soc. Rev. 1983, 12, 129 Angew. Chern. fnt. Ed. Engl. 1978, 17, 569. RC02F4 "activated acid" carboxylic acid derivative (ester, amide, etc.)... [Pg.62]

Carboxyl and nitrile groups are usually introduced in synthesis with commercial carboxylic acid derivatives, nitriles, or cyanide anion. Carbanions can be carboxylated with carbon dioxide (H.F. Ebel, 1970) or dialkyl carbonate (J. Schmidlin, 1957). [Pg.49]

A classical way to achieve regioselectivity in an (a -i- d -reaction is to start with a-carbanions of carboxylic acid derivatives and electrophilic ketones. Most successful are condensations with 1,3-dicarbonyl carbanions, e.g. with malonic acid derivatives, since they can be produced at low pH, where ketones do not enolize. Succinic acid derivatives can also be de-protonated and added to ketones (Stobbe condensation). In the first example given below a Dieckmann condensation on a nitrile follows a Stobbe condensation, and selectivity is dictated by the tricyclic educt neither the nitrile group nor the ketone is enolizable (W.S. Johnson, 1945, 1947). [Pg.58]

The conversion of carboxylic acid derivatives (halides, esters and lactones, tertiary amides and lactams, nitriles) into aldehydes can be achieved with bulky aluminum hydrides (e.g. DIBAL = diisobutylaluminum hydride, lithium trialkoxyalanates). Simple addition of three equivalents of an alcohol to LiAlH, in THF solution produces those deactivated and selective reagents, e.g. lithium triisopropoxyalanate, LiAlH(OPr )j (J. Malek, 1972). [Pg.96]

Reduction of Aldehydes, Ketones, and Carboxylic Acid Derivatives... [Pg.105]

In synthetic target molecules esters, lactones, amides, and lactams are the most common carboxylic acid derivatives. In order to synthesize them from carboxylic acids one has generally to produce an activated acid derivative, and an enormous variety of activating reagents is known, mostly developed for peptide syntheses (M. Bodanszky, 1976). In actual syntheses of complex esters and amides, however, only a small selection of these remedies is used, and we shall mention only generally applicable methods. The classic means of activating carboxyl groups arc the acyl azide method of Curtius and the acyl chloride method of Emil Fischer. [Pg.143]

CARBOXYLIC ACID DERIVATIVES NUCLEOPHILIC ACYL SUBSTITUTION... [Pg.830]

This chapter differs from preceding ones in that it deals with several related classes of compounds rather than just one Although the compounds may encompass sev eral functional group types they share the common feature of yielding carboxylic acids on hydrolysis and for this reason are called carboxylic acid derivatives... [Pg.830]

Carboxylic Acid Derivatives Nucleophilic Acyl Substitution... [Pg.831]

Both stages involve more than one step and these steps differ in detail among the various carboxylic acid derivatives and for different reaction conditions This chapter is organized to place the various nucleophilic acyl substitutions into a common mechanis tic framework and to point out the ways m which individual classes differ from the rest... [Pg.831]

With the exception of nitnles (RC=N) all carboxylic acid derivatives consist of an acyl O... [Pg.831]

What structural features are responsible for the reactivity order of carboxylic acid derivatives Like the other carbonyl containing compounds that we ve studied they all have a planar arrangement of bonds to the carbonyl group Thus all are about the same in offering relatively unhindered access to the approach of a nucleophile They differ m the degree to which the atom attached to the carbonyl group can stabilize the carbonyl group by electron donation... [Pg.834]

The order of reactivity of carboxylic acid derivatives toward nucleophilic acyl sub stitution can be explained on the basis of the electron donating properties of sub stituent X The greater the electron donating powers of X the slower the rate... [Pg.834]

Thioesters Like chlorine sulfur is a third row element with limited ability to donate a pair of 3p electrons into the carbonyl tt system With an electronegativ ity that IS much less than Cl or O however its destabilizing effect on the carbonyl group IS slight and thioesters he m the middle of the group of carboxylic acid derivatives m respect to reactivity... [Pg.835]

Most methods for their preparation convert one class of carboxylic acid derivative to another and the order of carbonyl group stabilization given m Figure 20 1 bears directly on the means by which these transformations may be achieved A reaction that converts one carboxylic acid derivative to another that lies below it m the figure is pracfical a reacfion fhaf converts if fo one fhaf lies above if is nol This is anofher way of saying fhaf one carboxylic acid derivative can be converted to another if the reaction leads to a more stabilized carbonyl group Numerous examples of reacfions of fhis fype will be pre senfed m fhe secfions fhaf follow... [Pg.836]

The first stage of the mechanism is exactly the same as for nucleophilic addition to the carbonyl group of an aldehyde or ketone Many of the same nucleophiles that add to aldehydes and ketones—water (Section 17 6) alcohols (Section 17 8) amines (Sections 17 10-17 11)—add to the carbonyl groups of carboxylic acid derivatives... [Pg.837]


See other pages where Carboxylic acid derivates is mentioned: [Pg.19]    [Pg.112]    [Pg.145]    [Pg.22]    [Pg.59]    [Pg.87]    [Pg.143]    [Pg.143]    [Pg.144]    [Pg.145]    [Pg.143]    [Pg.830]    [Pg.831]    [Pg.831]    [Pg.831]    [Pg.833]    [Pg.833]    [Pg.833]    [Pg.835]    [Pg.836]   
See also in sourсe #XX -- [ Pg.71 , Pg.157 , Pg.347 ]




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1-Aminocyclopropane carboxylic acid derivatives

1.2.4- Triazine-3-carboxylic acid derivatives

1.4- Diamines, reaction with carboxylic acid derivatives

3- Aminothiophene-2-carboxylic acid derivatives

3-Oxo carboxylic acid derivatives

4 -Quinolone-3-carboxylic acid derivatives

4-Aminocyclohexane-carboxylic acid derivatives

A Summary of Carboxylic Acid Derivatives

A, P-unsaturated carboxylic acid derivatives

Ab initio calculations on carboxylic acid derivatives

Acetylene derivatives carboxylic acid chloride

Acetylene derivs carboxylic acids

Acidity carboxylic acid derivatives, Table

Activated carboxylic acid derivatives

Acyl group derivatives Carboxylic acids Ketones

Addition to Carboxylic Acids and Derivatives

Alcohols from carboxylic acid derivatives

Aldehydes from carboxylic acid derivative

Aliphatic carboxylic acids table of and derivatives

Alkane carboxylic acid derivatives

Alkanenitriles A Special Class of Carboxylic Acid Derivatives

Alkyl halides carboxylic acid derivatives

Alkylation carboxylic acid derivatives

Alkylidenation carboxylic acid derivatives

Allylic derivatives carboxylic acid protection-deprotection

Amide Carboxylic acid derivatives

Amines from carboxylic acid derivatives

Amino hydroxy carboxylic acid, derivative synthesis,

Aminolysis and Ammonolysis of Carboxylic Acid Derivatives

Aromatic carboxylic acids table of and derivatives

Asymmetric Polymerization of Carboxylic Acid Derivatives

Biological carboxylic acid derivative

Birch reduction, carboxylic acid derivatives

Boiling points carboxylic acid derivatives

Bonding carboxylic acid derivatives

Bonding in carboxylic acid derivatives

Calixarenes carboxyllic acid derivatives

Carbanions, a-seleno reaction with carboxylic acid derivatives

Carbonyl compounds carboxylic acids and derivatives

Carbonyl group carboxylic acid derivatives

Carbonylative Coupling Reactions Synthesis of Carboxylic Acid Derivatives

Carborane carboxylic acid derivatives

Carboxylic Acid Derivatives Acyl Halides and Anhydrides

Carboxylic Acid Derivatives Self-Assembly and Sensors

Carboxylic Acid Derivatives and Esterification

Carboxylic Acid Derivatives and Nucleophilic Acyl Substitution Reactions

Carboxylic Acid Derivatives as Nucleophiles

Carboxylic Acids and Derivatives to Alcohols

Carboxylic Acids and Related Derivatives

Carboxylic Acids and Their Derivatives Nucleophilic Addition-Elimination at the Acyl Carbon

Carboxylic Acids and Their Derivatives—Nucleophilic Acyl Substitution

Carboxylic Acids and their Derivatives

Carboxylic acid amid ethylene derivs

Carboxylic acid amides from ethylene derivs

Carboxylic acid anhydrides: aliphatic derivatives

Carboxylic acid benzene derivatives

Carboxylic acid bioisosteres derivatives

Carboxylic acid derivate, activation

Carboxylic acid derivate, reduction

Carboxylic acid derivative IR spectroscopy

Carboxylic acid derivative electrostatic potential maps

Carboxylic acid derivative formation

Carboxylic acid derivative interconversions

Carboxylic acid derivative kinds

Carboxylic acid derivative polarity

Carboxylic acid derivative reaction mechanisms

Carboxylic acid derivative reactions

Carboxylic acid derivative relative reactivity

Carboxylic acid derivatives (tert

Carboxylic acid derivatives 4-dimethylaminopyridine

Carboxylic acid derivatives Acyl chlorides Amides

Carboxylic acid derivatives Esters Nitriles

Carboxylic acid derivatives IR spectra

Carboxylic acid derivatives Table

Carboxylic acid derivatives acidity/basicity

Carboxylic acid derivatives acyl chlorides, synthesis

Carboxylic acid derivatives acyl halides

Carboxylic acid derivatives acylation reactions

Carboxylic acid derivatives addition

Carboxylic acid derivatives addition-elimination

Carboxylic acid derivatives aldol-like reactions

Carboxylic acid derivatives anhydrides Esters Nitriles

Carboxylic acid derivatives basicity

Carboxylic acid derivatives biomimetic

Carboxylic acid derivatives bromination

Carboxylic acid derivatives carbonyl stretching frequencies

Carboxylic acid derivatives catalysed reactions

Carboxylic acid derivatives chlorides Amides Anhydrides

Carboxylic acid derivatives chlorotrimethylsilane

Carboxylic acid derivatives condensation reactions

Carboxylic acid derivatives diazomethane

Carboxylic acid derivatives enzymic

Carboxylic acid derivatives equilibrium

Carboxylic acid derivatives esterifications

Carboxylic acid derivatives hydride nucleophile reactions

Carboxylic acid derivatives hydrogen exchange

Carboxylic acid derivatives hydrolysis

Carboxylic acid derivatives identification

Carboxylic acid derivatives in aprotic solvents

Carboxylic acid derivatives in hydroxylic solvents

Carboxylic acid derivatives interconversion of, summary

Carboxylic acid derivatives intermolecular

Carboxylic acid derivatives intramolecular

Carboxylic acid derivatives introduction

Carboxylic acid derivatives lactones

Carboxylic acid derivatives leaving groups

Carboxylic acid derivatives lithium aluminum hydride

Carboxylic acid derivatives mechanism

Carboxylic acid derivatives metal ion promoted

Carboxylic acid derivatives naming

Carboxylic acid derivatives nitriles

Carboxylic acid derivatives nomenclature

Carboxylic acid derivatives nucleophilic acyl substitution

Carboxylic acid derivatives nucleophilic acyl substitution reactions

Carboxylic acid derivatives nucleophilic reactions

Carboxylic acid derivatives nucleophilic substitution reactions

Carboxylic acid derivatives organometallic reagents

Carboxylic acid derivatives partial reduction

Carboxylic acid derivatives physical properties

Carboxylic acid derivatives protection

Carboxylic acid derivatives protonation

Carboxylic acid derivatives reaction with amine nucleophiles

Carboxylic acid derivatives reactions with organometallic

Carboxylic acid derivatives reactions with organometallic reagents

Carboxylic acid derivatives reactions with phosphazenes

Carboxylic acid derivatives reactivity

Carboxylic acid derivatives reactivity with nucleophiles

Carboxylic acid derivatives reagents

Carboxylic acid derivatives reduction

Carboxylic acid derivatives reductions, sodium borohydride

Carboxylic acid derivatives resonance stabilization

Carboxylic acid derivatives resonance structures

Carboxylic acid derivatives spectra

Carboxylic acid derivatives spectroscopic analysis

Carboxylic acid derivatives spectroscopy

Carboxylic acid derivatives stability

Carboxylic acid derivatives structure

Carboxylic acid derivatives structure and bonding

Carboxylic acid derivatives substitution reactions

Carboxylic acid derivatives summary

Carboxylic acid derivatives synthesis

Carboxylic acid derivatives synthesis 2-amino-2- acetonitrile

Carboxylic acid derivatives synthesis Subject

Carboxylic acid derivatives synthesis amides

Carboxylic acid derivatives synthesis antibiotics

Carboxylic acid derivatives synthesis hydrochloride

Carboxylic acid derivatives synthesis mechanism

Carboxylic acid derivatives synthesis modifications

Carboxylic acid derivatives synthesis peptides

Carboxylic acid derivatives synthesis synthetic utility

Carboxylic acid derivatives synthesis variations

Carboxylic acid derivatives synthesis variations and improvements

Carboxylic acid derivatives thioesters

Carboxylic acid derivatives to aldehydes

Carboxylic acid derivatives transesterification

Carboxylic acid derivatives with oxygen nucleophiles

Carboxylic acid derivatives with sulfur nucleophiles

Carboxylic acid derivatives, Reformatsky

Carboxylic acid derivatives, Reformatsky reactions

Carboxylic acid derivatives, activation

Carboxylic acid derivatives, functional groups

Carboxylic acid derivatives, functional groups among

Carboxylic acid derivatives, intramolecular cyclization reactions

Carboxylic acid derivatives, nucleophilic attack

Carboxylic acid derivatives, sodium borohydride

Carboxylic acid derived catalyst

Carboxylic acid derivs

Carboxylic acid derivs

Carboxylic acids From acyl derivatives

Carboxylic acids aliphatic: derivatives

Carboxylic acids alkyne derivatives

Carboxylic acids and derivatives

Carboxylic acids and derivs

Carboxylic acids and derivs synthesis

Carboxylic acids aromatic: derivatives

Carboxylic acids derivatives reaction with alcohol

Carboxylic acids glucose-derived structures

Carboxylic acids, conversion derivatives

Carboxylic acids, derivatives

Carboxylic acids, from malonic acid derivatives

Carboxylic acids, functional derivatives

Carboxylic acids, functional derivatives Acid anhydrides, Amides, carbonic

Carboxylic acids, functional derivatives characteristic reactions

Carboxylic acids, functional derivatives compounds

Carboxylic acids, functional derivatives nomenclature

Carboxylic acids, functional derivatives reaction with alcohols

Carboxylic acids, functional derivatives reaction with water

Carboxylic acids, functional derivatives reactions with organometallic

Carboxylic acids, functional derivatives reduction

Carboxylic acids, functional derivatives structure

Carboxylic acids, functional derivatives sulfonamides

Carboxylic acids, tetrahedral intermediates derived from, spectroscopic

Carboxylic acids, tetrahedral intermediates derived from, spectroscopic detection

Carboxylic acids, tetrahedral intermediates derived from, spectroscopic detection and investigation

Carboxylic acids, tetrahedral intermediates derived from, spectroscopic detection and investigation of their properties

Carboxylic derivs., reactions acid hydrolysis

Chain-Elongating Syntheses of Carboxylic Acid Derivatives

Chemical synthesis carboxylic acid derivatives

Chiral carboxylic acid derivatives

Compounds Carboxylic Acids and Derivatives

Conjugate addition carboxylic acid derivatives

Contributing structures carboxylic acid derivatives

Cyclic carboxylic acid derivative

Cycloalkylation carboxylic acid derivatives

Derivatives of Carboxylic Acids Acyl Compounds

Deuterium oxide carboxylic acid derivatives

Dioxan effect carboxylic acid derivatives

Electron delocalization carboxylic acid derivatives

Electron delocalization in carboxylic acid derivatives

Electrophilic Properties of Carboxylic Acid Derivatives

Electrophilicity, of carboxylic acid derivative

Enolate anions from carboxylic acid derivatives

Enolates acyclic, carboxylic acid derivatives

Enolates carboxylic acid-derived

Enolization of carboxylic acid derivatives

Equatorial carboxylic acid derivatives

Ester Carboxylic acid derivatives

Esterification of carboxylic acid derivatives

Esters Carboxylic acid derivatives in which the Table

Esters and Other Carboxylic Acid Derivatives to Aldehydes

Esters and related carboxylic acid derivatives

Ethylene derivatives carboxylic acid

Ethylene derivatives carboxylic acid amide

Ethylene derivatives carboxylic acid esters

Ethylene derivs carboxylic acids

Ethylene derivs carboxylic acids, synthesis

Example Carboxylic Acid Derivative

Exchange of Carboxylic Acid Derivatives

Formation of Carboxylic Acid Derivatives

Formation of carboxylic acids and their derivatives

Fragmentation of Carboxylic Acids and Their Derivatives

From carboxylic acid derivatives

From carboxylic acids and derivatives

Functional derivatives, of carboxylic acids

Heteroatomic carboxylic acid derivatives

Homologated carboxylic acid derivatives, synthesis

How Are Derivatives of Carboxylic Acids Reduced

How Do Carboxylic Acid Derivatives React with Alcohols

How Do Carboxylic Acid Derivatives React with Ammonia and Amines

Hydrazine carboxylic acid derivatives

Hydride as a nucleophile reduction of carboxylic acid derivatives

Hydrocarbon derivatives carboxylic acids

Hydrolysis of carboxylic acid derivatives

Hydroxamic acid derivatives carboxylic acids

Imines reactions with carboxylic acid derivatives

Indole-3-carboxylic acid derivatives

Infrared spectra of carboxylic acid derivatives

Infrared spectroscopy carboxylic acid derivatives

Infrared spectroscopy carboxylic acids and derivatives

Intermediates, tetrahedral, derived from carboxylic acids, spectroscopic detection and

Introduction to Carboxylic Acid Derivatives

Isotopic labelling carboxylic acid derivatives

Keto carboxylic acid derivatives

Ketones via carboxylic acid derivatives

Labelling carboxylic acid derivatives

Mass spectrometry carboxylic acid derivatives

Melting points carboxylic acid derivatives

Metal enolates carboxylic acid derivative

Methylenation carboxylic acid derivatives

NITRILES. CARBOXYLIC ACIDS AND DERIVATIVES

Naming Carboxylic Acid Derivatives and Nitriles

Nomenclature of carboxylic acid derivatives

Not all carboxylic acid derivatives are equally reactive

Nuclear magnetic resonance carboxylic acid derivatives

Nuclear magnetic resonance spectroscopy carboxylic acid derivatives

Nucleophiles carboxylic acid derivatives

Nucleophilic acyl substitution reactions of carboxylic acid derivatives

Nucleophilic addition carboxylic acid derivatives

Nucleophilic addition reactions carboxylic acid derivatives

Nucleophilic substitution carboxylic acid derivatives

Nucleophilic substitution on carbonyl groups carboxylic acid derivatives

Of carboxylic acid derivatives

Of carboxylic acids and acyl derivatives

Of carboxylic acids and derivatives

Olefins and Functional Derivatives in the Presence of Carboxylic Acids, Thiols, Amines or Hydrogen Chloride

Other Carboxylic Acid Derivatives

Other reactions of carboxylic acids and derivatives

Penam-3-carboxylic acid derivatives

Peptides (s. a. Carboxylic acid silyl derivatives

Physical Properties of Carboxylic Acid Derivatives

Polyaniline, carboxylic acid derivative

Polymerization of Achiral Carboxylic Acid Derivatives

Polypyrrole, carboxylic acid derivative

Preparation of Carboxylic Acids and Their Derivatives

Preparation of Nitriles from Carboxylic Acid(Derivative)s

Pyridine carboxylic acid derivatives

Pyrimido 2-carboxylic acid derivatives

Quinuclidine carboxylic acids derivatives

Racemization carboxylic acid derivatives

Reaction of Organometallic Reagents with Carboxylic Acid Derivatives

Reaction of carboxylic acid derivatives with sulfur compounds

Reaction with Carboxylic Acids and their Derivatives

Reactions at Carboxylic Acids and Their Derivatives

Reactions of Carboxylic Acids and Derivatives Nucleophilic Acyl Substitution

Reactions of carboxylic acids and derivatives

Reactivity of carboxylic acid derivatives

Readily Enolized Carboxylic Acid Derivatives

Reduction of Aldehydes, Ketones, and Carboxylic Acid Derivatives

Reduction of Carboxylic Acids and Their Derivatives

Reduction of carboxylic acid derivate

Reduction of carboxylic acid derivatives

Reduction reaction carboxylic acid derivatives

Reductions of Carboxylic Acid Derivatives to Alcohols or Amines

Reductions of Carboxylic Acid Derivatives to Aldehydes

Relative reactivities of carboxylic acid derivatives

Resolution carboxylic acid derivatives

Resonance carboxylic acid derivatives

Solubility carboxylic acid derivatives

Some Derivatives of Carboxylic Acids

Specific enol equivalents for carboxylic acid derivatives

Specific enolate equivalent, for carboxylic acid derivatives

Spectroscopic analysis of carboxylic acid derivatives

Spectroscopic detection of tetrahedral intermediates derived from carboxylic acids

Spectroscopic detection of tetrahedral intermediates derived from carboxylic acids and the

Spectroscopy of Carboxylic Acid Derivatives

Spectroscopy of Carboxylic Acid Derivatives and Nitriles

Structure and Reactivity of Carboxylic Acid Derivatives

Structure of Carboxylic Acid Derivatives

Substitution Reactions of Carboxylic Acid Derivatives

Substitutions at the Carbonyl Group Reactions of Carboxylic Acids and Derivatives

Sulfur-containing derivatives to protect carboxylic acids

Synthesis of 2-arylquinoline-4-carboxylic acid derivatives

Synthesis of carboxylic acid derivatives

Synthetic Interconversion of Carboxylic Acid Derivatives

Tetrahedral intermediates derived from carboxylic acids, spectroscopic detection and the investigation of their properties

Tetrahedral intermediates derived from carboxylic acids, spectrosopic detection and

Tetrahedral intermediates derived from carboxylic acids, spectrosopic detection and the investigation of their properties

Tetrahedral intermediates from carboxylic acid derivatives

Tetrahedral intermediates, derived from carboxylic acids, spectroscopic detection and the

Thioesters from carboxylic acid derivatives

Thiolysis and Thionation of Carboxylic Acid Derivatives

Thionyl chloride, reaction with carboxylic acid derivs

Transformation of Carboxylic Acid Derivatives

Transformation of Nitriles and Heteroatom Nucleophiles to Carboxylic Acid (Derivative)s

Transition carboxylic acid derivatives

Unsaturated carboxylic acid derivates

Unsaturated carboxylic acid derivative

Unsubstituted Diorganotin Carboxylates Derived from Nitrogen Containing Acids

Unsubstituted Triorganotin Carboxylates Derived from Acids Containing Nitrogen

Unsubstituted Triorganotin Carboxylates Derived from Halogen Substituted Acids

Unsubstituted Triorganotin Carboxylates Derived from Heterocyclic Acids

Unsubstituted Triorganotin Carboxylates Derived from Oxygen and Sulfur Containing Acids

Water hydrolysis of carboxylic acid derivatives

With Carboxylic Acid Derivatives

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