Literature DB >> 25220756

Visible-light-mediated 1,2-acyl migration: the reaction of secondary enamino ketones with singlet oxygen.

Weigang Fan1, Pixu Li.   

Abstract

Secondary enaminones were oxidized by photochemically generated singlet oxygen, followed by nucleophilic addition of alcohol and an unexpected 1,2-acyl migration to afford quaternary amino acid derivatives. An ene-type reaction pathway is proposed. It is distinctively different from the typical [2+2] addition of singlet oxygen to a C=C bond pathway.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  ene reaction; photochemistry; reaction mechanisms; ruthenium; singlet oxygen

Year:  2014        PMID: 25220756     DOI: 10.1002/anie.201407413

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  1 in total

1.  Eosin Y-catalyzed visible-light-mediated aerobic oxidative cyclization of N,N-dimethylanilines with maleimides.

Authors:  Zhongwei Liang; Song Xu; Wenyan Tian; Ronghua Zhang
Journal:  Beilstein J Org Chem       Date:  2015-04-01       Impact factor: 2.883

  1 in total

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