Literature DB >> 19960367

Zinc triflate: a highly efficient reusable catalyst in the synthesis of functionalized quinolines via Friedlander annulation.

Kushal C Lekhok1, Debajyoti Bhuyan, Dipak Prajapati, Romesh C Boruah.   

Abstract

An environmentally friendly and highly efficient procedure for the preparation of quinolines and fused polycyclic quinolines has been developed by a simple Friedlander annulation reaction of 2-aminoaryl ketone with carbonyl compounds in presence of zinc triflate under microwave irradiation and solvent-free conditions. The reaction also proceeds effectively when In(OTf)(3) was used in lieu of Zn(OTf)(2) as the catalyst. The catalyst can be recovered after the reaction and reused efficiently in subsequent runs.

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Year:  2009        PMID: 19960367     DOI: 10.1007/s11030-009-9214-0

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  14 in total

1.  A mild and efficient one-step synthesis of quinolines.

Authors:  Brian R McNaughton; Benjamin L Miller
Journal:  Org Lett       Date:  2003-11-13       Impact factor: 6.005

2.  Molecular iodine: a highly efficient catalyst in the synthesis of quinolines via Friedländer annulation.

Authors:  Jie Wu; Hong-Guang Xia; Ke Gao
Journal:  Org Biomol Chem       Date:  2005-11-28       Impact factor: 3.876

3.  Isonitrile trapping reactions under thermolysis of alkoxyamines for the synthesis of quinolines.

Authors:  Birgit Janza; Armido Studer
Journal:  Org Lett       Date:  2006-04-27       Impact factor: 6.005

4.  Improved selectivity for the binding of naphthyridine dimer to guanine-guanine mismatch.

Authors:  K Nakatani; S Sando; I Saito
Journal:  Bioorg Med Chem       Date:  2001-09       Impact factor: 3.641

5.  1,8-Naphthyridines IV. 9-substituted N,N-dialkyl-5-(alkylamino or cycloalkylamino) [1,2,4]triazolo[4,3-a][1, 8]naphthyridine-6-carboxamides, new compounds with anti-aggressive and potent anti-inflammatory activities.

Authors:  G Roma; M Di Braccio; G Grossi; F Mattioli; M Ghia
Journal:  Eur J Med Chem       Date:  2000-11       Impact factor: 6.514

6.  Synthesis and antibacterial evaluation of certain quinolone derivatives.

Authors:  Y L Chen; K C Fang; J Y Sheu; S L Hsu; C C Tzeng
Journal:  J Med Chem       Date:  2001-07-05       Impact factor: 7.446

Review 7.  Quinolines and artemisinin: chemistry, biology and history.

Authors:  P G Bray; S A Ward; P M O'Neill
Journal:  Curr Top Microbiol Immunol       Date:  2005       Impact factor: 4.291

8.  An efficient synthesis of quinolines derivatives promoted by a room temperature ionic liquid at ambient conditions under ultrasound irradiation via the tandem addition/annulation reaction of o-aminoaryl ketones with alpha-methylene ketones.

Authors:  Mohammad Reza Poor Heravi
Journal:  Ultrason Sonochem       Date:  2008-11-09       Impact factor: 7.491

9.  Highly regioselective Friedländer annulations with unmodified ketones employing novel amine catalysts: syntheses of 2-substituted quinolines, 1,8-naphthyridines, and related heterocycles.

Authors:  Peter G Dormer; Kan K Eng; Roger N Farr; Guy R Humphrey; J Christopher McWilliams; P J Reider; Jess W Sager; R P Volante
Journal:  J Org Chem       Date:  2003-01-24       Impact factor: 4.354

10.  Friedländer syntheses with omicron-aminoaryl ketones. I. Acid-catalyzed condensations of omicron-aminobenzophenone with ketones.

Authors:  E A Fehnel
Journal:  J Org Chem       Date:  1966-09       Impact factor: 4.354

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  1 in total

1.  The development of Friedländer heteroannulation through a single electron transfer and energy transfer pathway using methylene blue (MB+).

Authors:  Farzaneh Mohamadpour
Journal:  Sci Rep       Date:  2022-05-04       Impact factor: 4.996

  1 in total

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