Literature DB >> 25404559

Enamine/enolate-mediated organocatalytic azide-carbonyl [3+2] cycloaddition reactions for the synthesis of densely functionalized 1,2,3-triazoles.

Sripada S V Ramasastry1.   

Abstract

Organocatalytic click! Recent advances in the metal-free enamine/enolate-mediated azide-carbonyl [3+2] cycloaddition reaction are discussed. These approaches require neither a metal catalyst nor alkyne substrates. Owing to the ready availability of carbonyl compounds, these methods thus offer excellent alternatives for the synthesis of 1,4-/1,5-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  1,2,3-triazoles; azides; click chemistry; enols; organocatalysis

Mesh:

Substances:

Year:  2014        PMID: 25404559     DOI: 10.1002/anie.201409410

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


  4 in total

1.  Organocatalyzed preparation of 1,4,5-trisubstituted-glycosyl-1,2,3-triazole derivatives.

Authors:  Monalisa Kundu; Ishani Bhaumik; Anup Kumar Misra
Journal:  Glycoconj J       Date:  2019-07-05       Impact factor: 2.916

2.  Ultrasound-promoted organocatalytic enamine-azide [3 + 2] cycloaddition reactions for the synthesis of ((arylselanyl)phenyl-1H-1,2,3-triazol-4-yl)ketones.

Authors:  Gabriel P Costa; Natália Seus; Juliano A Roehrs; Raquel G Jacob; Ricardo F Schumacher; Thiago Barcellos; Rafael Luque; Diego Alves
Journal:  Beilstein J Org Chem       Date:  2017-04-11       Impact factor: 2.883

3.  An Efficient Approach to Phosphorylated Isoindoline Fused with Triazoles via Zn-Catalyzed Cascade Cyclization of 2-Propynol Benzyl Azides and Diarylphosphine Oxides.

Authors:  Tao Yang; Xian-Rong Song; Ruchun Yang; Haixin Ding; Jiang Bai; Qiang Xiao
Journal:  Molecules       Date:  2019-09-29       Impact factor: 4.411

4.  Catalyst-free synthesis of 4-acyl-NH-1,2,3-triazoles by water-mediated cycloaddition reactions of enaminones and tosyl azide.

Authors:  Lu Yang; Yuwei Wu; Yiming Yang; Chengping Wen; Jie-Ping Wan
Journal:  Beilstein J Org Chem       Date:  2018-09-07       Impact factor: 2.883

  4 in total

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