Literature DB >> 22458567

Metal-free tandem Friedel-Crafts/lactonization reaction to benzofuranones bearing a quaternary center at C3 position.

Long Chen1, Feng Zhou, Tao-Da Shi, Jian Zhou.   

Abstract

A metal-free tandem Friedel-Crafts/lactonization reaction to 3,3-diaryl or 3-alkyl-3-aryl benzofuranones catalyzed by HClO(4) was reported. A variety of tertiary α-hydroxy acid esters could readily react with substituted phenols to afford the desired products in rich diversity. The synthetic utility of the products was demonstrated by the synthesis of polycyclic compounds. (1)H NMR studies supported that this tandem reaction proceeded via tandem Friedel-Crafts/lactonization sequence.

Entities:  

Year:  2012        PMID: 22458567     DOI: 10.1021/jo300395x

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


  2 in total

1.  Preparation of 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2H-pyrrol-2-ones via base-assisted cyclization of 3-cyanoketones.

Authors:  Nicolai A Aksenov; Dmitrii A Aksenov; Igor A Kurenkov; Alexander V Aksenov; Anton A Skomorokhov; Lidiya A Prityko; Michael Rubin
Journal:  RSC Adv       Date:  2021-04-30       Impact factor: 4.036

2.  Synthesis, Characterization, Cytotoxicity, and Antibacterial Properties of trans-γ-Halo-δ-lactones.

Authors:  Angelika Kamizela; Barbara Gawdzik; Mariusz Urbaniak; Łukasz Lechowicz; Agata Białońska; Weronika Gonciarz; Magdalena Chmiela
Journal:  ChemistryOpen       Date:  2018-07-23       Impact factor: 2.911

  2 in total

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