Jove
Visualize
Contáctanos
JoVE
x logofacebook logolinkedin logoyoutube logo
ACERCA DE JoVE
Visión GeneralLiderazgoBlogCentro de Ayuda JoVE
AUTORES
Proceso de PublicaciónConsejo EditorialAlcance y PolíticasRevisión por ParesPreguntas FrecuentesEnviar
BIBLIOTECARIOS
TestimoniosSuscripcionesAccesoRecursosConsejo Asesor de BibliotecasPreguntas Frecuentes
INVESTIGACIÓN
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchivo
EDUCACIÓN
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualCentro de Recursos para ProfesoresSitio de Profesores
Términos y Condiciones de Uso
Política de Privacidad
Políticas

Videos de Conceptos Relacionados

Preparation of 1° Amines: Azide Synthesis01:22

Preparation of 1° Amines: Azide Synthesis

3.9K
Direct alkylation of ammonia produces polyalkylated amines, along with a quaternary ammonium salt. To exclusively prepare primary amines, the azide synthesis method can be used.
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
3.9K
Preparation of 1° Amines: Gabriel Synthesis01:28

Preparation of 1° Amines: Gabriel Synthesis

3.5K
Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred method to exclusively make primary amines. The method uses phthalimide, which contains a protected form of nitrogen that participates in alkylation only once to predominantly give primary amines.
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
3.5K
Preparation of Amines: Reduction of Amides and Nitriles01:13

Preparation of Amines: Reduction of Amides and Nitriles

2.4K
Nitriles can be reduced to primary amines using reducing agents like lithium aluminum hydride or catalytic hydrogenation. The reduction introduces an amino group with an extra carbon in the skeleton. Nitriles are formed from the reaction between alkyl halides and sodium cyanide through the SN2 mechanism. Primary alkyl halides are the preferred substrates to prepare nitriles.
Amides can be reduced to primary, secondary, and tertiary amines using catalytic hydrogenation, active metals like Fe,...
2.4K
Preparation of Amines: Reductive Amination of Aldehydes and Ketones01:38

Preparation of Amines: Reductive Amination of Aldehydes and Ketones

2.7K
Carbonyl compounds and primary amines undergo reductive amination first to produce imines, followed by secondary amines in the same reaction mixture, using selective reducing agents like sodium cyanoborohydride or sodium triacetoxyborohydride. Reductive amination produces different degrees of substitution of amines depending on the starting amine substrate.
2.7K
Preparation of Amines: Reduction of Oximes and Nitro Compounds01:29

Preparation of Amines: Reduction of Oximes and Nitro Compounds

3.4K
Oximes can be reduced to primary amines using catalytic hydrogenation, hydride reduction, or sodium metal reduction. The reduction of aliphatic and aromatic nitro compounds to primary amines takes place by either catalytic hydrogenation or by using active metals like Fe, Zn, and Sn in the presence of an acid.
Though catalytic hydrogenation can reduce nitrobenzenes, the reduction is nonselective in the presence of other functional groups. For instance, if nitrobenzene contains an aldehyde group,...
3.4K
Aldehydes and Ketones with Amines: Imine and Enamine Formation Overview01:16

Aldehydes and Ketones with Amines: Imine and Enamine Formation Overview

4.5K
Primary amines react with carbonyl compounds—aldehydes and ketones—to generate imines. Imines consist of a C=N double bond and are named Schiff bases after its discoverer—the German chemist Hugo Schiff. On the other hand, secondary amines react with carbonyl compounds to give enamines. In enamines, the presence of a C=C double bond adjacent to the nitrogen atom leads to the delocalization of the lone pair.
4.5K

También podría leer

Artículos Relacionados

Artículos vinculados a este trabajo por autores compartidos, revista y gráfico de citas.

Ordenar por
Same author

Cobalt-Catalyzed Migratory E-Selective Asymmetric Aza-Nozaki-Hiyama-Kishi Coupling.

Angewandte Chemie (International ed. in English)·2026
Same author

Whole-Cell Biosynthesis of 2,5-Furandicarboxylic Acid for Sustainable Manufacturing: Prospects and Challenges.

ACS synthetic biology·2026
Same author

Stereoselective Access to Tetrasubstituted Alkenylboronates via Cobalt-Catalyzed, Regiodivergent <i>Syn</i>-Borylfunctionalization of Internal Alkynes.

Journal of the American Chemical Society·2026
Same author

Case Report: A case of jejunal T-cell non-Hodgkin lymphoma with secondary bone involvement presenting as gastrointestinal perforation.

Frontiers in medicine·2026
Same author

Tough and Self-Adhesive Nanolignin Multifunctional Hydrogel-Based Strain Sensor for HumanMachine Interaction.

ChemSusChem·2026
Same author

Migratory C(sp<sup>2</sup>)-H/C(sp<sup>3</sup>)-H Cross-Coupling Enabled by Metallaphotoredox Catalysis.

Angewandte Chemie (International ed. in English)·2025

Video Experimental Relacionado

Updated: Jun 9, 2025

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
04:38

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions

Published on: July 28, 2022

2.9K

Hidroaminación regional y enantioselectiva catalizada por níquel utilizando azidas orgánicos como fuentes de

Shi-Chao Wang1, Lin Liu2, Mei Duan1

  • 1State Key Laboratory of Coordination Chemistry, Chemistry and Biomedicine Innovation Center (ChemBIC), Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China.

Journal of the American Chemical Society
|October 23, 2024
PubMed
Resumen
Este resumen es generado por máquina.

Los investigadores desarrollaron un método de hidroaminación catalizado por níquel utilizando azidas orgánicas. Esta técnica sintetiza eficientemente diversas aminas primarias, incluidas las complejas estructuras quirales ramificadas y lineales, cruciales para la química medicinal.

Más Videos Relacionados

Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography
10:14

Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography

Published on: May 16, 2014

12.5K
Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
11:04

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine

Published on: June 13, 2022

2.9K

Videos de Experimentos Relacionados

Last Updated: Jun 9, 2025

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
04:38

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions

Published on: July 28, 2022

2.9K
Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography
10:14

Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography

Published on: May 16, 2014

12.5K
Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
11:04

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine

Published on: June 13, 2022

2.9K

Área de la Ciencia:

  • Química orgánica
  • Catálisis
  • Química medicinal

Sus antecedentes:

  • Las aminas primarias son bloques de construcción fundamentales para los compuestos que contienen nitrógeno.
  • Las rutas sintéticas existentes a menudo requieren condiciones duras o un alcance limitado de precursores.

Objetivo del estudio:

  • Introducir un nuevo método catalítico suave para la síntesis de aminas primarias.
  • Utilizar azidas orgánicas como precursores de aminas versátiles y fácilmente disponibles.

Principales métodos:

  • Reacción de hidroaminación catalizada por el hidruro de níquel (NiH).
  • El uso de azidas orgánicos como sintetizadores de aminas primarias.
  • Desarrollo de estrategias de hidroaminación ipso y remota.

Principales resultados:

  • Síntesis eficiente de aminas primarias ramificadas α-quirales.
  • Preparación exitosa de aminas primarias lineales.
  • Demostración de una plataforma sintética suave y flexible.

Conclusiones:

  • La hidroaminación catalizada por NiH ofrece una poderosa nueva ruta para diversas aminas primarias.
  • Este método amplía las posibilidades sintéticas en química orgánica y medicinal.
  • Las azidas orgánicas son precursores efectivos para la construcción de arquitecturas de aminas complejas.