Literature DB >> 29665279

RhIII -Catalyzed Direct C8-Arylation of Quinoline N-Oxides using Diazonaphthalen-2(1H)-ones: A Practical Approach towards 8-aza BINOL.

Bidhan Ghosh1, Aniruddha Biswas1, Soumen Chakraborty1, Rajarshi Samanta1.   

Abstract

An efficient RhIII -catalyzed redox-neutral method for the direct C8-arylation of quinoline N-oxides using diazonaphthalen-2(1H)-one as coupling partner has been demonstrated. The developed method is simple, scalable and straightforward with a wide range of substrate scope. The applicative potential was extended with a late-stage functionalization and straightforward synthesis of 8-azaBINOL derivative. A plausible reaction pathway was proposed after carrying out preliminary control studies.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H functionalization; Rhodium; diazo; metal-carbene; quinoline N-oxide

Year:  2018        PMID: 29665279     DOI: 10.1002/asia.201800462

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  1 in total

1.  Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles.

Authors:  Saad Shaaban; Christian Merten; Herbert Waldmann
Journal:  Chemistry       Date:  2021-11-05       Impact factor: 5.020

  1 in total

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