Literature DB >> 31555778

Simple and scalable electrochemical synthesis of 2,1-benzisoxazoles and quinoline N-oxides.

Eduardo Rodrigo1, Haralds Baunis2, Edgars Suna3, Siegfried R Waldvogel1.   

Abstract

Cathodic reduction of the nitro moiety and subsequent intramolecular cyclization affords different substituted 2,1-benzisoxazoles and quinoline N-oxides. This methodology allows the synthesis of two different types of heterocycles from common simple starting materials, using electrons as a sole reagent for this transformation. The electrolysis can be conducted in a very simple undivided electrolysis cell under constant current conditions. This permits working on a larger scale compared to other electrochemical methodologies and represents a significant advantage.

Entities:  

Year:  2019        PMID: 31555778     DOI: 10.1039/c9cc06054e

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


  2 in total

1.  Selective and Scalable Electrosynthesis of 2H-2-(Aryl)-benzo[d]-1,2,3-triazoles and Their N-Oxides by Using Leaded Bronze Cathodes.

Authors:  Tom Wirtanen; Eduardo Rodrigo; Siegfried R Waldvogel
Journal:  Chemistry       Date:  2020-03-30       Impact factor: 5.236

2.  Metal-free electrochemical fluorodecarboxylation of aryloxyacetic acids to fluoromethyl aryl ethers.

Authors:  Michael Berger; John D Herszman; Yuji Kurimoto; Goswinus H M de Kruijff; Aaron Schüll; Sven Ruf; Siegfried R Waldvogel
Journal:  Chem Sci       Date:  2020-06-01       Impact factor: 9.825

  2 in total

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