Literature DB >> 28368604

Concerted [1,3]-Rearrangement in Cationic Cobalt-Catalyzed Reaction of O-(Alkoxycarbonyl)-N-arylhydroxylamines.

Itaru Nakamura1, Mao Owada1, Takeru Jo1, Masahiro Terada1.   

Abstract

O-(Alkoxycarbonyl)-N-arylhydroxylamines were efficiently converted to 2-aminophenol derivatives by cationic cobalt catalysts at 30 °C. The results of 18O-labeling experiments suggested that rearrangement of the alkoxycarbonyl group from the aniline nitrogen to the ortho position proceeded in an unprecedented [1,3] manner.

Entities:  

Year:  2017        PMID： 28368604     DOI： 10.1021/acs.orglett.7b00700

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


  4 in total

1.  A Modified System for the Synthesis of Enantioenriched N-Arylamines through Copper-Catalyzed Hydroamination.

Authors:  Saki Ichikawa; Shaolin Zhu; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2018-06-12       Impact factor: 15.336

2.  Redox-Neutral Selenium-Catalysed Isomerisation of para-Hydroxamic Acids into para-Aminophenols.

Authors:  Hsiang-Yu Chuang; Manuel Schupp; Ricardo Meyrelles; Boris Maryasin; Nuno Maulide
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-24       Impact factor: 15.336

3.  Chiral Fe(ii) complex catalyzed enantioselective [1,3] O-to-C rearrangement of alkyl vinyl ethers and synthesis of chromanols and beyond.

Authors:  Lifeng Wang; Pengfei Zhou; Qianchi Lin; Shunxi Dong; Xiaohua Liu; Xiaoming Feng
Journal:  Chem Sci       Date:  2020-09-07       Impact factor: 9.825

4.  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
  4 in total

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