Video Experimental Relacionado

Updated: Sep 10, 2025

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

La catálisis cooperativa de hierro y antraquinona permite una ligera escisión de enlaces C-C de las ciclohexanonas a

Shichang Li¹, Zongyi Yu¹, Liyuan Duan¹

¹State Key Laboratory of Fine Chemicals, Frontiers Science Center for Smart Materials Oriented Chemical Engineering, Department of Pharmacy, School of Chemical Engineering, Dalian University of Technology, Dalian 116024, China. Mengqw@dlut.edu.cn.

Chemical communications (Cambridge, England)

|August 21, 2025

Resumen

Este estudio presenta un nuevo sistema dual catalítico para la escisión de ciclohexanonas en ácidos monocarboxílicos utilizando luz visible. Este método sostenible activa eficientemente los enlaces carbono-carbono para la síntesis química.

Área de la Ciencia:

Química orgánica
Catálisis
Química sustentable

Sus antecedentes:

Las ciclohexanonas son sustancias químicas a granel con potencial de valorización.
La escisión oxidativa de los enlaces C-C inertes sigue siendo un desafío sintético.
Se necesitan métodos sintéticos suaves y sostenibles para las transformaciones químicas.

Objetivo del estudio:

Desarrollar un nuevo sistema catalítico para la escisión oxidativa de las ciclohexanonas no tensadas.
Para lograr esta transformación bajo condiciones de luz visible suave.
Proporcionar una vía sostenible para la síntesis de ácidos monocarboxílicos.

Principales métodos:

Se utilizó un sistema catalítico dual de hierro (Fe) y antraquinona.
Se utiliza una leve irradiación de luz visible a 0 °C.
Investigó la activación de enlaces C-C mediados por radicales centrados en el oxígeno.

Principales resultados:

Se ha logrado con éxito la escisión oxidativa de las ciclohexanonas no tensadas.
Los ácidos monocarboxílicos producidos son los productos principales.
Se ha demostrado la activación eficiente de los enlaces C-C inertes.

Conclusiones:

El sistema Fe/antraquinona ofrece un método sostenible para la valorización de la ciclohexanona.
Este enfoque permite la síntesis de valiosos ácidos monocarboxílicos.
El método es adecuado para la producción de productos farmacéuticos intermedios.

Más Videos Relacionados

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron

Published on: August 12, 2019

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene

Published on: March 20, 2017

Videos de Conceptos Relacionados

Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation

Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation

Robinson annulation is a base-catalyzed reaction for the synthesis of 2-cyclohexenone derivatives from 1,3-dicarbonyl donors (such as cyclic diketones, β-ketoesters, or β-diketones) and α,β-unsaturated carbonyl acceptors. Named after Sir Robert Robinson, who discovered it, this reaction yields a six-membered ring with three new C–C bonds (two σ bonds and one π bond).

Alkynes to Carboxylic Acids: Oxidative Cleavage

Alkynes to Carboxylic Acids: Oxidative Cleavage

Alkynes undergo oxidative cleavage in the presence of oxidizing reagents like potassium permanganate and ozone. The triple bond — one σ bond and two π bonds — is completely cleaved, and the alkyne is oxidized to carboxylic acids. When warm and basic aqueous potassium permanganate is used as an oxidizing agent, alkynes are first converted to carboxylate salts via an unstable α-diketone intermediate. Further, a mild acid treatment protonates the carboxylate anions...

Oxidative Cleavage of Alkenes: Ozonolysis

Oxidative Cleavage of Alkenes: Ozonolysis

In ozonolysis, ozone is used to cleave a carbon–carbon double bond to form aldehydes and ketones, or carboxylic acids, depending on the work-up.
Ozone is a symmetrical bent molecule stabilized by a resonance structure.

Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction

Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction

The radical dimerization of ketones or aldehydes gives vicinal diols through a pinacol coupling reaction. However, the behavior of titanium metals used for the reaction as a source of electrons is unusual. When the reaction is carried out in the presence of titanium, diols can be isolated at low temperatures. Else titanium further reacts with diols, forming alkenes through the McMurry reaction.

Reduction of Benzene to Cyclohexane: Catalytic Hydrogenation

Reduction of Benzene to Cyclohexane: Catalytic Hydrogenation

Unlike the easy catalytic hydrogenation of an alkene double bond, hydrogenation of a benzene double bond under similar reaction conditions does not take place easily. For example, in the reduction of stilbene, the benzene ring remains unaffected while the alkene bond gets reduced. Hydrogenation of an alkene double bond is exothermic and a favorable process. In contrast, to hydrogenate the first unsaturated bond of benzene, an energy input is needed; that is, the process is endothermic. This is...

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.