Literature DB >> 24128181

Continuous flow generation and reactions of anhydrous diazomethane using a Teflon AF-2400 tube-in-tube reactor.

Federica Mastronardi1, Bernhard Gutmann, C Oliver Kappe.   

Abstract

A continuous process for generation, separation, and reactions of anhydrous diazomethane in a tube-in-tube reactor was developed. The inner tube of the reactor is made of hydrophobic, gas-permeable Teflon AF-2400. The diazomethane is formed in the inner tube and then diffuses through the permeable membrane into the outer chamber and subsequently reacts in the solution carried within. This technique allows safe and scalable reactions with dry diazomethane to be performed on a laboratory scale.

Entities:  

Year:  2013        PMID: 24128181     DOI: 10.1021/ol4027914

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  10 in total

1.  Engineering Chemistry Innovation.

Authors:  Jeffrey Y Pan
Journal:  ACS Med Chem Lett       Date:  2019-04-25       Impact factor: 4.345

Review 2.  Synthetic Access to Aromatic α-Haloketones.

Authors:  Marre Porré; Gianmarco Pisanò; Fady Nahra; Catherine S J Cazin
Journal:  Molecules       Date:  2022-06-02       Impact factor: 4.927

3.  Lab-scale production of anhydrous diazomethane using membrane separation technology.

Authors:  Doris Dallinger; C Oliver Kappe
Journal:  Nat Protoc       Date:  2017-09-14       Impact factor: 13.491

4.  Imidazotetrazines as Weighable Diazomethane Surrogates for Esterifications and Cyclopropanations.

Authors:  Riley L Svec; Paul J Hergenrother
Journal:  Angew Chem Int Ed Engl       Date:  2019-12-13       Impact factor: 15.336

5.  Flow chemistry as a discovery tool to access sp2-sp3 cross-coupling reactions via diazo compounds.

Authors:  Duc N Tran; Claudio Battilocchio; Shing-Bong Lou; Joel M Hawkins; Steven V Ley
Journal:  Chem Sci       Date:  2014-11-07       Impact factor: 9.825

6.  Rapid Asymmetric Synthesis of Disubstituted Allenes by Coupling of Flow-Generated Diazo Compounds and Propargylated Amines.

Authors:  Jian-Siang Poh; Szabolcs Makai; Timo von Keutz; Duc N Tran; Claudio Battilocchio; Patrick Pasau; Steven V Ley
Journal:  Angew Chem Int Ed Engl       Date:  2017-01-11       Impact factor: 15.336

7.  Continuous Flow Metathesis for Direct Valorization of Food Waste: An Example of Cocoa Butter Triglyceride.

Authors:  Christiane Schotten; Dorota Plaza; Simone Manzini; Steven P Nolan; Steven V Ley; Duncan L Browne; Alexei Lapkin
Journal:  ACS Sustain Chem Eng       Date:  2015-05-26       Impact factor: 8.198

8.  In situ epoxide generation by dimethyldioxirane oxidation and the use of epichlorohydrin in the flow synthesis of a library of β-amino alcohols.

Authors:  Peter J Cossar; Jennifer R Baker; Nicholas Cain; Adam McCluskey
Journal:  R Soc Open Sci       Date:  2018-04-04       Impact factor: 2.963

9.  The Concept of Chemical Generators: On-Site On-Demand Production of Hazardous Reagents in Continuous Flow.

Authors:  Doris Dallinger; Bernhard Gutmann; C Oliver Kappe
Journal:  Acc Chem Res       Date:  2020-06-16       Impact factor: 22.384

Review 10.  Generation of Tosyl Azide in Continuous Flow Using an Azide Resin, and Telescoping with Diazo Transfer and Rhodium Acetate-Catalyzed O-H Insertion.

Authors:  Rosella M O'Mahony; Denis Lynch; Katie S O'Callaghan; Stuart G Collins; Anita R Maguire
Journal:  Org Process Res Dev       Date:  2021-11-30       Impact factor: 3.317

  10 in total

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