Literature DB >> 30272451

Synthesis of 3-Hydroxy-4-arylquinolin-2-ones Including Viridicatol via a Darzens Condensation/Friedel-Crafts Alkylation Strategy.

Vakhid A Mamedov1,2, Vera L Mamedova1,2, Saniya F Kadyrova1,2, Venera R Galimullina1, Gul'naz Z Khikmatova1,2, Dmitry E Korshin1,2, Aidar T Gubaidullin1, Dmitry B Krivolapov1, Il'dar Kh Rizvanov1, Olga B Bazanova1, Oleg G Sinyashin2, Shamil K Latypov1.   

Abstract

The new efficient synthesis of biologically important 3-hydroxy-4-arylquinolin-2-ones through the Darzens condensation (epoxidation) of dichloroacetanilides with aromatic aldehydes followed by one-pot dechlorative epoxide-arene cyclization is described. This methodology has been utilized for the synthesis of naturally occurring viridicatol, a fungal metabolite isolated from the penicillium species.

Entities:  

Year:  2018        PMID: 30272451     DOI: 10.1021/acs.joc.8b01871

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Acid-Catalyzed Rearrangements of 3-Aryloxirane-2-Carboxamides: Novel DFT Mechanistic Insights.

Authors:  Zheng-Wang Qu; Hui Zhu; Sergey A Katsyuba; Vera L Mamedova; Vakhid A Mamedov; Stefan Grimme
Journal:  ChemistryOpen       Date:  2020-07-01       Impact factor: 2.911

Review 2.  Marine Heterocyclic Compounds That Modulate Intracellular Calcium Signals: Chemistry and Synthesis Approaches.

Authors:  Paula González-Andrés; Laura Fernández-Peña; Carlos Díez-Poza; Carlos Villalobos; Lucía Nuñez; Asunción Barbero
Journal:  Mar Drugs       Date:  2021-01-31       Impact factor: 5.118

  2 in total

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