The primary application of alkylmetal reagents in electrophilic amination reactions is the synthesis of hindered amines, many of which are difficult to prepare through nucleophilic displacement with an alkyl halide (nucleophilic amination). (wikipedia.org)
A phosphine-borane compound is an effective ligand for palladium-catalyzed direct allylic amination of allylic alcohols with secondary amines in short reaction times at room temperature. (organic-chemistry.org)
The use of aqueous ammonia is essential for a palladium-catalyzed allylic amination for the preparation of primary amines. (organic-chemistry.org)
Various ( Z )-allylic amines were obtained in high selectivity by allylic amination of methyl ( Z )-3-monosubstituted-2-alkenyl carbonate. (organic-chemistry.org)
Transition metal catalyzed regioselective amination of the cage B(4)-H bond in o-carboranes has been achieved for the first time using O-benzoyl hydroxylamines or organic azides as the amination reagents, leading to the preparation of a series of tertiary and secondary carboranyl amines. (lookchem.com)
Aldehydes in the presence1
Native amine dehydrogenases (nat-AmDHs) catalyze the (S)-stereoselective reductive amination of various ketones and aldehydes in the presence of high concentrations of ammonia. (cns.fr)
Aromatic Substitution2
We talked about electrophilic aromatic substitution, nitration. (yale.edu)
Reactions of Aromatic Compounds - 6 key electrophilic aromatic substitution reactions - Mechanism of aromatic substitution - ortho, meta, and para directing groups - Why are groups ortho,para- or meta directing? (masterorganicchemistry.com)
Ketones1
Di-adamantylalkylphosphine, known as cataCXium ® A, is a bulky and electron-rich phosphine ligand used for Heck and Suzuki couplings, Buchwald-Hartwig amination of arylchlorides, and α-arylation reactions of ketones. (sigmaaldrich.com)
Substitution1
Other electron-deficient, sp3 amination reagents react by similar mechanisms to give substitution products. (wikipedia.org)
Reactions10
Electrophilic amination reactions can be classified as either additions or substitutions. (wikipedia.org)
Although the resulting product is not always an amine, these reactions are unified by the formation of a carbon-nitrogen bond and the use of an electrophilic aminating agent. (wikipedia.org)
nitrenoids exhibit analogous behavior and are often good substrates for electrophilic amination reactions. (wikipedia.org)
Enolates and silyl enol ethers, the most widely used class of carbon nucleophiles in electrophilic amination reactions, participate in amination, adization and hydrazination reactions. (wikipedia.org)
Researchers at the Institute for Basic Science (IBS) has experimentally confirmed the structure and properties of a transition metal-nitrenoid intermediate produced during catalytic amination reactions. (scitechdaily.com)
Therefore, identifying the intermediates involved in amination reactions, where nitrogen-based functional groups are introduced into hydrocarbon raw materials, is highly important. (scitechdaily.com)
Researchers recognized the importance of understanding the structure and properties of reaction intermediates in amination reactions. (scitechdaily.com)
Both amination reactions proceeded under mild conditions without the addition of any external oxidants. (lookchem.com)
Decarboxylative Chan-Evans-Lam alkoxylations and aminations of benzoic acids as well as electrodecarboxylative C-O bond forming reactions demonstrates that this reaction concept is applicable also to C-heteroatom bond-forming reactions. (qomsboc.ca)
Naphthalimide compounds are obtained using standard chemical reactions such as nitration, oxidation and amination from acenaphthene and its derivatives. (ac.ir)
Reagents5
Electrophilic aminating reagents rely on the presence of an electron-withdrawing functional group attached to nitrogen. (wikipedia.org)
The scope of organometallic reagents that may be aminated by electrophilic methods is large. (wikipedia.org)
Alkyl Grignard reagents, alkylithium compounds, alkylzinc compounds, and alkylcuprates have been aminated with electrophilic reagents successfully. (wikipedia.org)
Among sp2-centered carbanions, vinyllithium compounds, vinylcuprates, and vinyl Grignard reagents react with electrophilic aminating reagents to afford enamines. (wikipedia.org)
Aryl and heteroaryl organolithium reagents undergo efficient electrophilic amination under copper (I) catalyzed condition mediated by recoverable silicon reagents, termed siloxane transfer agents. (wikipedia.org)
Alkyl1
The reactivity of thianthrene-based nitrogen sources enables allylic amination of alkenes to directly afford alkyl allylamines. (organic-chemistry.org)
Reactivity1
These results corroborate the electrophilic reactivity nature of the rhodium-acylnitrenoid intermediate. (scitechdaily.com)
Nucleophiles2
Phosphinoamide-scaffolded heterobimetallic palladium-titanium complexes are highly effective catalysts for allylic aminations of allylic chlorides with hindered secondary amine nucleophiles. (organic-chemistry.org)
Despite the importance of azides in synthetic organic chemistry, it is not always easy to synthesize azides owing to the electrophilic nature of azido groups which are susceptible to various nucleophiles, such as carbanions ( Tanimoto and Kakiuchi, 2013 ). (frontiersin.org)
Alkynes1
Breit B , Haydl A , Lang T, Krische M . Alkynes as Electrophilic or Nucleophilic Allylmetal Precursors in Transition Metal Catalysis. (academictree.org)
Electrophilic amination is a chemical process involving the formation of a carbon-nitrogen bond through the reaction of a nucleophilic carbanion with an electrophilic source of nitrogen. (wikipedia.org)
Based on the structure of CfusAmDH from Cystobacter fuscus complexed with Nicotinamide adenine dinucleotide phosphate (NADP+) and cyclohexylamine, we previously hypothesized a mechanism involving the attack at the electrophilic carbon of the carbonyl by ammonia followed by delivery of the hydride from the reduced nicotinamide cofactor on the re-face of the prochiral ketone. (cns.fr)
Anions1
The most synthetically useful aminations of enolate anions employ N-acyloxazolidinone substrates. (wikipedia.org)
Substitutions2
Unlike most other electrophilic aromatic substitutions, sulfonati. (pearson.com)
Unlike most other electrophilic aromatic substitutions, sulfonation is often reversible (see Section 17-4). (pearson.com)
Nitrogen2
In aminations involving oxaziridines, nucleophilic attack takes place on the nitrogen atom of the three-membered ring. (wikipedia.org)
A metal-free allylic amination of alkenes with simple sulfonamides and sulfamates allows the introduction of a wide range of nitrogen functionality at the allylic position of alkenes with unique regioselectivity and no allylic transposition in the presence of phosphine selenides or selenoureas as catalysts. (organic-chemistry.org)
Ammonia1
For example, amphetamine, a central nervous system stimulant, is prepared commercially by reductive amination of phenyl-2-propanone with ammonia using hydrogen gas over a nickel catalyst as the reducing agent. (openstax.org)
Agent1
We talked before about making glutamic acid by what's called reductive amination, where you have a reducing agent, NADH. (yale.edu)
Conditions1
The combination of Pd(OAc) 2 /P(OPh) 3 catalyzed Tsuji-Trost-type allylic aminations under aerobic conditions at very low catalyst loadings. (organic-chemistry.org)
Place1
Reductive amination takes place by the pathway shown in Figure 24.6 . (openstax.org)
Products1
Piperidine and pyrrolidine products are also efficiently generated via intramolecular aminations. (organic-chemistry.org)