Successful application of microstructured continuous reactor in the palladium catalysed aromatic amination

Mauger, Christelle; Buisine, Olivier; Caravieilhes, Sylvain; Mignani, Gérard

doi:10.1016/j.jorganchem.2005.03.071

Cited by 35 publications

(13 citation statements)

References 20 publications

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“…At Rhodia, efforts have been made to apply palladiumcatalyzed reactions in continuous microreactors. [246] A ligand system composed of Pd(OAc) 2 and DavePhos was highly efficient in the model reaction of 4-bromotoluene and piperidine at 110 8C with residence times around 10 minutes, and led to 100 % conversion of the aryl halide with greater than 99 % selectivity.…”

Section: Methodsmentioning

confidence: 99%

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Biaryl Phosphane Ligands in Palladium‐Catalyzed Amination

2008

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Palladium-catalyzed amination of aryl halides has undergone rapid development in the last 12 years. This has been largely driven by implementation of new classes of ligands. Biaryl phosphines have proven to provide especially active catalysts in this context. This review discusses the applications that these catalysts have found in C-N cross-coupling in heterocycle synthesis, pharmaceuticals, materials science and natural product synthesis.

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Section: Methodsmentioning

confidence: 99%

“…[246] In the model reaction of 4-bromotoluene and piperidine a ligand system composed of Pd(OAc) 2 and DavePhos was highly efficient, at 110 °C with residence times around 10 min. 100% conversion of the aryl halide was observed with >99% selectivity.…”

Section: Development Of Reaction Conditionsmentioning

confidence: 99%

Biaryl Phosphane Ligands in Palladium‐Catalyzed Amination

2008

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“…121,191 Researchers at Rhodia Recherches reported that slurrys formed during the amination reaction could be handled without clogging when high flow rates (1 mL min À1 ) and diluted conditions were used. 234 Ley and coworkers have extensively detailed the use of immobilized reagents, catalysts and scavengers in flow. 70,81,[235][236][237] This strategy allows for the synthesis and purification of complex molecules without the use of conventional work-up procedures.…”

Section: C-n Bond Formation In Flowmentioning

confidence: 99%

Cross-coupling in flow

2011

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Until recently, cross-coupling reactions have been exclusively performed in batch processes. With the advent of microfluidics, significant effort has been devoted to develop a wide variety of continuous-flow techniques to facilitate organic synthesis. In this critical review, we attempt to give an overview of the different continuous-flow methodologies that have been developed and utilized for cross-coupling reactions. In addition, we attempt to point out the advantages of continuous-flow when compared with their batch counterparts (246 references).

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“…Bei Rhodia wurde versucht, palladiumkatalysierte Reaktionen in kontinuierlichen Mikroreaktoren auszuführen. [246] In der Modellreaktion von 4-Bromtoluol und Piperidin war ein Katalysatorsystem aus Pd(OAc) 2…”

Section: Reaktionsbedingungenunclassified

Biarylphosphanliganden in der palladiumkatalysierten Aminierung

2008

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In den vergangenen 12 Jahren erfuhr die palladiumkatalysierte Aminierung von Arylhalogeniden eine rasche Entwicklung, die durch die Einführung neuer Ligandenklassen vorangetrieben wurde. Biarylphosphane liefern in diesem Zusammenhang besonders reaktive Katalysatoren. Dieser Aufsatz behandelt Anwendungen solcher Katalysatoren zur C‐N‐Kreuzkupplung in der Synthese von Heterocyclen und Pharmazeutika, in den Materialwissenschaften und in der Naturstoffsynthese.

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Successful application of microstructured continuous reactor in the palladium catalysed aromatic amination

Cited by 35 publications

References 20 publications

Biaryl Phosphane Ligands in Palladium‐Catalyzed Amination

Biaryl Phosphane Ligands in Palladium‐Catalyzed Amination

Cross-coupling in flow

Biarylphosphanliganden in der palladiumkatalysierten Aminierung

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