Literature DB >> 20092263

Synthesis of benzoxazolones from nitroarenes or aryl halides.

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

Abstract

A simple and effective method for the preparation of benzoxazolones from nitroarenes or aryl halides is described. Partial reduction of a nitro group in the presence of a chloroformate followed by a microwave-assisted rearrangement/ring closure sequence provides a convenient and practical procedure to prepare this important pharmacophore. Rearrangement precursors were also accessed from aryl halides through transition-metal-catalyzed coupling.

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Year:  2010        PMID: 20092263     DOI: 10.1021/ol902885j

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


  2 in total

1.  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

2.  Cationic cobalt-catalyzed [1,3]-rearrangement of N-alkoxycarbonyloxyanilines.

Authors:  Itaru Nakamura; Mao Owada; Takeru Jo; Masahiro Terada
Journal:  Beilstein J Org Chem       Date:  2018-07-31       Impact factor: 2.883

  2 in total

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