It has been suggested that this article be merged into Acylation. (Discuss) Proposed since January 2024.
Class of substitution reactions involving nucleophiles and acyl compounds
Nucleophilic acyl substitution (SNAcyl) describes a class of substitution reactions involving nucleophiles and acyl compounds. In this type of reaction, a nucleophile – such as an alcohol, amine, or enolate – displaces the leaving group of an acyl derivative – such as an acid halide, anhydride, or ester. The resulting product is a carbonyl-containing compound in which the nucleophile has taken the place of the leaving group present in the original acyl derivative. Because acyl derivatives react with a wide variety of nucleophiles, and because the product can depend on the particular type of acyl derivative and nucleophile involved, nucleophilic acyl substitution reactions can be used to synthesize a variety of different products.
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Nucleophilicacylsubstitution (SNAcyl) describes a class of substitution reactions involving nucleophiles and acyl compounds. In this type of reaction...
the substitution occurs at the carbonyl group, the acyl group may undergo nucleophilicacylsubstitution. This is the normal mode of substitution with...
center, the substitution will involve an SN1 rather than an SN2. Other types of nucleophilicsubstitution include, nucleophilicacylsubstitution, and nucleophilic...
A nucleophilic aromatic substitution (SNAr) is a substitution reaction in organic chemistry in which the nucleophile displaces a good leaving group, such...
with amines to form amides and with alcohols to form esters by nucleophilicacylsubstitution. Acylation can be used to prevent rearrangement reactions that...
SNi (substitutionnucleophilic internal) refers to a specific, regio-selective but not often encountered reaction mechanism for nucleophilic aliphatic...
The unimolecular nucleophilicsubstitution (SN1) reaction is a substitution reaction in organic chemistry. The Hughes-Ingold symbol of the mechanism expresses...
hydrolysis and amides, it can be defined as an acid catalyzed nucleophilicacylsubstitution reaction. Carboxylic acids can be produced from acid hydrolysis...
+ OH− ⇌ R1CO(O)H + −OR2 ⇌ R1CO2− + HOR2 is an example of a nucleophilicacylsubstitution with the hydroxide ion acting as a nucleophile. Early methods...
corresponding acyl chloride, trifluoroacetyl chloride, which is a gas. It can be used to promote reactions of carboxylic acids, including nucleophilicacyl substitution...
reaction is accompanied by an elimination the reaction type is nucleophilicacylsubstitution or an addition-elimination reaction. With a carbonyl compound...
other is reduced to form the alcohol. The reaction involves a nucleophilicacylsubstitution on an aldehyde, with the leaving group concurrently attacking...
N-dimethylformamide, catalyze acylations. These reagents activate the acyl chloride via a nucleophilic catalysis mechanism. The amine attacks the carbonyl bond and...
nucleophilicsubstitution, whereby a nucleophile becomes attracted to a full or partial positive charge, and nucleophilic addition. Nucleophilicity is...
in an aldol reaction. The thus formed enolate then gives a nucleophilicacylsubstitution with the adjacent carbonyl of the acetyl group through a short...
conjugate addition, and the negative charge is trapped in a nucleophilicacylsubstitution with the ester group forming a cyclic enone. Lithium dimethylcuprate...
methanol, with sulfuric acid acting as acid catalyst, via a nucleophilicacylsubstitution for the monomethyl ester, followed by a Fischer esterification...
attack by a nucleophile, and the cleavage reaction begins with a nucleophilicacylsubstitution reaction in which bromine is ultimately replaced by the sulfur...
find such a transition state. Organic reactions by mechanism Nucleophilicacylsubstitution Neighbouring group participation Finkelstein reaction Lindemann...
has been exhaustively halogenated, the molecule undergoes a nucleophilicacylsubstitution by hydroxide, with −CX3 being the leaving group stabilized by...
reaction proceeds through a diazonium salt intermediate formed by nucleophilicacylsubstitution of the chloride with diazomethyl anion. The chloride then displaces...
migration step is rate-determining. This sequence resembles a nucleophilicacylsubstitution. Calculations show that when R is methyl the charge build-up...
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