Related Experiment Video
Updated: Jul 14, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Phosphine-catalysed transformations of ortho- and para-quinone methides
Aitor Maestro1,2, Mercedes Zurro3
1Departamento de Química Orgánica I, Centro de Investigación y Estudios Avanzados "Lucio Lascaray" - Facultad de Farmacia, University of the Basque Country, UPV/EHU Paseo de la Universidad 7, 01006 Vitoria-Gasteiz, Spain. aitor.maestro@ehu.eus.
Abstract:
Organocatalytic methodologies for the derivatization of o-QM, p-QM and the analogous aza-QM have been recently developed and involve different catalytic systems such as phosphoric acids, thioureas, squaramides, NHC carbenes or chiral ammonium salts. Besides, phosphines, commonly used as ligands in metal-catalysed reactions, can be also used as organocatalysts. In this case, they are mainly involved as nucleophilic catalysts in reactions such as the Rauhut-Currier (RC) reaction. In this review, an analysis of the recent developments in racemic and enantioselective phosphine-catalysed transformations of o-QM, p-QM and aza-o-QM has been carried out.
More Related Videos
11:44Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
07:12Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Related Concept Videos
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Oxidation of Phenols to Quinones
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox...
Directing Effect of Substituents: ortho–para-Directing Groups
Preparation and Reactions of Sulfides
ortho–para-Directing Deactivators: Halogens
Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism
The reaction begins with the nucleophilic addition between a phosphorus ylide and the carbonyl compound. Due to its carbanionic character, phosphorus ylide acts as a strong nucleophile and attacks the electrophilic carbonyl group. This generates a charge-separated dipolar intermediate called betaine. The negatively charged oxygen atom and...