Literature DB >> 20199033

Rearrangement strategy for the synthesis of 2-aminoanilines.

Achim Porzelle1, Michael D Woodrow, Nicholas C O Tomkinson.   

Abstract

Treatment of N-aryl hydroxylamines with trichloroacetonitrile in the presence of imidazole provides a simple and effective method for the preparation of synthetically versatile 2-aminoanilines. Reactions proceed in DMF at 40 degrees C, providing the products in up to 86% isolated yield.

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Year:  2010        PMID： 20199033     DOI： 10.1021/ol100196a

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


  4 in total

1.  α-Amination of keto-nitrones via multihetero-Cope rearrangement employing an imidoyl chloride reagent.

Authors:  Justin T Malinowski; Ericka J Malow; Jeffrey S Johnson
Journal:  Chem Commun (Camb)       Date:  2012-06-26       Impact factor: 6.222

2.  Organic synthesis using (diacetoxyiodo)benzene (DIB): Unexpected and novel oxidation of 3-oxo-butanamides to 2,2-dihalo-N-phenylacetamides.

Authors:  Wei-Bing Liu; Cui Chen; Qing Zhang; Zhi-Bo Zhu
Journal:  Beilstein J Org Chem       Date:  2012-03-07       Impact factor: 2.883

3.  Double heteroatom functionalization of arenes using benzyne three-component coupling.

Authors:  José-Antonio García-López; Meliha Çetin; Michael F Greaney
Journal:  Angew Chem Int Ed Engl       Date:  2015-01-07       Impact factor: 15.336

4.  Metal-free functionalization of N,N-dialkylanilines via temporary oxidation to N,N-dialkylaniline N-oxides and group transfer.

Authors:  Robert S Lewis; Michael F Wisthoff; J Grissmerson; William J Chain
Journal:  Org Lett       Date:  2014-07-03       Impact factor: 6.005
  4 in total

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