Literature DB >> 18292903

Trimethylaluminium mediated amide bond formation in a continuous flow microreactor as key to the synthesis of rimonabant and efaproxiral.

Tomas Gustafsson1, Fritiof Pontén, Peter H Seeberger.   

Abstract

A safe, functional-group-tolerant and high-throughput version of the trimethylaluminium mediated amide bond formation reaction has been developed in a microreactor system; rimonabant and efaproxiral were prepared to illustrate the utility of the method.

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Year:  2008        PMID： 18292903     DOI： 10.1039/b719603b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  10 in total

1.  The flow synthesis of heterocycles for natural product and medicinal chemistry applications.

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2.  Fully automated continuous flow synthesis of highly functionalized imidazo[1,2-a] heterocycles.

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3.  Unusual behavior in the reactivity of 5-substituted-1H-tetrazoles in a resistively heated microreactor.

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Review 4.  The synthesis of active pharmaceutical ingredients (APIs) using continuous flow chemistry.

Authors:  Marcus Baumann; Ian R Baxendale
Journal:  Beilstein J Org Chem       Date:  2015-07-17       Impact factor: 2.883

5.  Efficient amide bond formation through a rapid and strong activation of carboxylic acids in a microflow reactor.

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6.  Direct amidation of esters with nitroarenes.

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7.  A cyanide-catalyzed imino-Stetter reaction enables the concise total syntheses of rucaparib.

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Journal:  RSC Adv       Date:  2022-08-01       Impact factor: 4.036

Review 8.  Amide Bonds Meet Flow Chemistry: A Journey into Methodologies and Sustainable Evolution.

Authors:  Antonella Ilenia Alfano; Heiko Lange; Margherita Brindisi
Journal:  ChemSusChem       Date:  2022-02-01       Impact factor: 9.140

9.  Structure-Affinity Relationships and Structure-Kinetic Relationships of 1,2-Diarylimidazol-4-carboxamide Derivatives as Human Cannabinoid 1 Receptor Antagonists.

Authors:  Lizi Xia; Henk de Vries; Eelke B Lenselink; Julien Louvel; Michael J Waring; Leifeng Cheng; Sara Pahlén; Maria J Petersson; Peter Schell; Roine I Olsson; Laura H Heitman; Robert J Sheppard; Adriaan P IJzerman
Journal:  J Med Chem       Date:  2017-11-21       Impact factor: 7.446

10.  Inhibition of PCAF histone acetyltransferase, cytotoxicity and cell permeability of 2-acylamino-1-(3- or 4-carboxy-phenyl)benzamides.

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Journal:  Molecules       Date:  2012-11-05       Impact factor: 4.411
  10 in total

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