Literature DB >> 21162548

Safe and reliable synthesis of diazoketones and quinoxalines in a continuous flow reactor.

Laetitia J Martin1, Andreas L Marzinzik, Steven V Ley, Ian R Baxendale.   

Abstract

A flow method for the synthesis of aliphatic and aromatic diazoketones from acyl chloride precursors has been developed and used to prepare quinoxalines in a multistep sequence without isolation of the potentially explosive diazoketone. The protocol showcases an efficient in-line purification using supported scavengers with time-saving and safety benefits and in particular a reduction in the operator's exposure to carcinogenic phenylenediamines.

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Year:  2010        PMID: 21162548     DOI: 10.1021/ol1027927

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


  8 in total

1.  Facile, eco-friendly, catalyst-free synthesis of polyfunctionalized quinoxalines.

Authors:  Yaohong Zhang; Mengqiang Luo; Yan Li; Hai Wang; Xiaorong Ren; Chenze Qi
Journal:  Mol Divers       Date:  2017-10-05       Impact factor: 2.943

2.  A systems approach towards an intelligent and self-controlling platform for integrated continuous reaction sequences.

Authors:  Richard J Ingham; Claudio Battilocchio; Daniel E Fitzpatrick; Eric Sliwinski; Joel M Hawkins; Steven V Ley
Journal:  Angew Chem Int Ed Engl       Date:  2014-11-05       Impact factor: 15.336

3.  A multicomponent approach for the preparation of homoallylic alcohols.

Authors:  Jian-Siang Poh; Shing-Hing Lau; Iain G Dykes; Duc N Tran; Claudio Battilocchio; Steven V Ley
Journal:  Chem Sci       Date:  2016-07-08       Impact factor: 9.825

4.  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

5.  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

6.  A fully recyclable heterogenized Cu catalyst for the general carbene transfer reaction in batch and flow.

Authors:  Lourdes Maestre; Erhan Ozkal; Carles Ayats; Álvaro Beltrán; M Mar Díaz-Requejo; Pedro J Pérez; Miquel A Pericàs
Journal:  Chem Sci       Date:  2014-11-28       Impact factor: 9.825

7.  A flow reactor setup for photochemistry of biphasic gas/liquid reactions.

Authors:  Josef Schachtner; Patrick Bayer; Axel Jacobi von Wangelin
Journal:  Beilstein J Org Chem       Date:  2016-08-11       Impact factor: 2.883

8.  The in situ generation and reactive quench of diazonium compounds in the synthesis of azo compounds in microreactors.

Authors:  Faith M Akwi; Paul Watts
Journal:  Beilstein J Org Chem       Date:  2016-09-06       Impact factor: 2.883

  8 in total

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