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 and Reactions of Sulfides02:26

Preparation and Reactions of Sulfides

5.9K
Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
5.9K
Preparation of Nitriles01:12

Preparation of Nitriles

2.7K
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or boiling acetic anhydride for converting amides to nitriles. Another reagent namely, thionyl chloride also accomplishes the dehydration of amides, where amide acts as a nucleophile. The first step of the mechanism involves the nucleophilic attack by the amide on the thionyl chloride to form an intermediate. In the next step, the electron pairs...
2.7K
Preparation and Reactions of Thiols02:33

Preparation and Reactions of Thiols

7.6K
Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.
7.6K
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions01:20

Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions

2.5K
Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
2.5K
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism01:26

Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism

4.1K
The Hofmann and Curtius rearrangement reactions can be applied to synthesize primary amines from carboxylic acid derivatives such as amides and acyl azides. In the Hofmann rearrangement, a primary amide undergoes deprotonation in the presence of a base, followed by halogenation to generate an N-haloamide. A second proton abstraction produces a stabilized anionic species, which rearranges to an isocyanate intermediate via an alkyl group migration from the carbonyl carbon to the neighboring...
4.1K
Preparation of 1° Amines: Azide Synthesis01:22

Preparation of 1° Amines: Azide Synthesis

4.7K
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...
4.7K

También podría leer

Artículos Relacionados

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

Ordenar por
Same author

Combined electrodeposition and electropolymerization method to produce surface-bound polystyrenyl NHC thin films.

Chemical science·2026
Same author

Beyond wingtips: backbone alkylation affects the orientation of N-heterocyclic carbenes on gold nanoparticles.

Chemical science·2026
Same author

Peer Review and AI: Your (Human) Opinion Is What Matters.

ACS nano·2026
Same author

Inducible tag-free degradation of endogenous proteins with AlissAID and development of a photoactivable inducer.

Communications biology·2025
Same author

N-heterocyclic carbenes as clickable molecular anchors for electrochemical surface functionalization of metals and glassy carbon.

Chemical science·2025
Same author

Tuning the surface chemistry of NHC-protected Au<sub>13</sub> nanoclusters <i>via</i> a robust amide coupling procedure.

Chemical science·2025

Video Experimental Relacionado

Updated: Feb 17, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
07:50

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides

Published on: May 26, 2019

9.9K

Preparación de centros cuaternarios mediante el acoplamiento cruzado Suzuki-Miyaura catalizado por níquel de sulfonos

Zachary T Ariki1, Yuuki Maekawa1, Masakazu Nambo2

  • 1Department of Chemistry, Queen's University , Chernoff Hall, Kingston, Ontario, Canada.

Journal of the American Chemical Society
|December 8, 2017
PubMed
Resumen
Este resumen es generado por máquina.

Los investigadores desarrollaron un acoplamiento cruzado Suzuki-Miyaura catalizado por níquel para sulfonos terciarios, creando productos cuaternarios. Este método sintetiza eficientemente moléculas complejas, incluidos los análogos del modulador de receptores de vitamina D.

Más Videos Relacionados

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
19:58

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions

Published on: July 30, 2017

10.3K
Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
10:42

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

Published on: January 3, 2018

10.3K

Videos de Experimentos Relacionados

Last Updated: Feb 17, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
07:50

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides

Published on: May 26, 2019

9.9K
Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
19:58

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions

Published on: July 30, 2017

10.3K
Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
10:42

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

Published on: January 3, 2018

10.3K

Área de la Ciencia:

  • Química orgánica
  • Catálisis
  • Metodología sintética

Sus antecedentes:

  • Las sulfonas bencílicas y alilicas terciarias son valiosos intermedios sintéticos.
  • El desarrollo de reacciones de acoplamiento cruzado eficientes para estos sustratos sigue siendo un desafío.
  • El acoplamiento Suzuki-Miyaura es una herramienta poderosa para la formación de enlaces C-C.

Objetivo del estudio:

  • Para desarrollar una nueva reacción de acoplamiento cruzado Suzuki-Miyaura catalizada por níquel.
  • Para acoplar las sulfonas bencílicas y alilicas terciarias con las arilboroxinas.
  • Para sintetizar productos cuaternarios simétricos y no simétricos.

Principales métodos:

  • El acoplamiento cruzado Suzuki-Miyaura catalizado por níquel.
  • Utilizando sulfonos bencílicos y alilicos terciarios.
  • El uso de arilboroxinas como socios de acoplamiento.
  • Detección de ligandos de fosfina, específicamente las fosfinas de BrettPhos y Doyle.

Principales resultados:

  • Desarrollo exitoso del acoplamiento desulfonativo catalizado por níquel.
  • Se obtienen buenos rendimientos de productos cuaternarios simétricos y no simétricos.
  • Identificación de las fosfinas de BrettPhos y Doyle como ligandos efectivos.
  • Utilidad demostrada en la síntesis de un análogo del modulador del receptor de vitamina D.

Conclusiones:

  • La metodología desarrollada proporciona una ruta eficiente a los productos cuaternarios a partir de sulfonos terciarios.
  • La reacción es facilitada por ligandos específicos de fosfina bajo catálisis de níquel.
  • Este enfoque ofrece una vía concisa para sintetizar moléculas complejas.