Video Experimental Relacionado

Updated: Sep 9, 2025

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry

Published on: October 18, 2019

Síntesis directa de derivados de la 2,3-dihidroperimidina mediante acoplamiento deshidrogenativo C-N utilizando un

Vageesh M¹, Sandra Shabu¹, Raju Dey¹

¹Department of Chemistry, National Institute of Technology Calicut, 673601, Kozhikode, Kerala, India. rajudey@nitc.ac.in.

Organic & biomolecular chemistry

|September 2, 2025

Resumen

Este estudio introduce un método sostenible para la síntesis de derivados de la 2,3-dihidroperimidina utilizando un catalizador de un solo átomo de hierro (Fe1-N-C) reciclable. El eficiente protocolo convierte varios alcoholes en productos valiosos con buenos rendimientos.

Área de la Ciencia:

Química orgánica
Catálisis
Ciencias de los materiales

Sus antecedentes:

Los derivados de la 2,3-dihidroperimidina son importantes compuestos heterocíclicos.
Los métodos de síntesis eficientes y sostenibles son cruciales para la producción de estos compuestos.

Objetivo del estudio:

Desarrollar un protocolo de síntesis directa para los derivados de la 2,3-dihidroperimidina.
Para utilizar un catalizador de un solo átomo reciclable para el acoplamiento deshidrogenativo C-N.

Principales métodos:

Síntesis de un catalizador de un solo átomo de Fe reciclable apoyado en carbono dopado con nitrógeno (Fe1-N-C) mediante encapsulación de ferroceno en ZIF-8 y pirólisis.
Síntesis directa de derivados de la 2,3-dihidroperimidina mediante el acoplamiento deshidrogenativo C-N de los alcoholes primarios y el naftaleno-1,8-diamina.
Estudios mecanicistas que incluyen experimentos de control para identificar productos intermedios.

Principales resultados:

El catalizador Fe1-N-C demostró una alta actividad, estabilidad y reciclabilidad.
Diversos alcoholes primarios (metanol de arilo/heteroarilo, alcoholes alifáticos) fueron convertidos en productos con rendimientos moderados a buenos.
Se identificó la formación de aldehído como el intermediario clave en el mecanismo de reacción.

Conclusiones:

El protocolo desarrollado ofrece una vía eficiente y sostenible para la síntesis de derivados de la 2,3-dihidroperimidina.
El catalizador Fe1-N-C reciclable muestra un potencial significativo para diversas transformaciones orgánicas.
La síntesis a escala de gramos confirmó la versatilidad y la practicidad del protocolo.

Más Videos Relacionados

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS

Published on: June 20, 2014

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes

Published on: April 1, 2013

Videos de Conceptos Relacionados

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.

Preparation of Amines: Reductive Amination of Aldehydes and Ketones

Preparation of Amines: Reductive Amination of Aldehydes and Ketones

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.

Aldehydes and Ketones with HCN: Cyanohydrin Formation Mechanism

Aldehydes and Ketones with HCN: Cyanohydrin Formation Mechanism

Cyanohydrins are formed when cyanide nucleophiles and carbonyl compounds like aldehydes and ketones react. A strong base, the cyanide ion, catalyzes cyanohydrin formation. The ions are generated from HCN under aqueous conditions. Once the cyanide ions are generated, the first step involves the nucleophilic attack of the cyanide ions on the electrophilic carbonyl carbon. This attack shifts the π electrons from the C=O to the oxygen atom forming the alkoxide ion intermediate. The alkoxide anion...

Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview

Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview

Cyanohydrins are compounds that contain –CN and –OH groups on the same carbon atom. They are formed by the nucleophilic addition of the cyanide ions to the carbonyl group. Cyanide ions are highly basic and nucleophilic and can be generated from HCN under aqueous conditions. However, since HCN is a weak acid, the number of cyanide ions generated is very small. Hence, a small amount of base or KCN/NaCN is added to HCN to increase the concentration of the cyanide ions in the reaction...

Cycloaddition Reactions: Overview

Cycloaddition Reactions: Overview

Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.