Literature DB >> 26066359

Emerging approaches for the synthesis of triazoles: beyond metal-catalyzed and strain-promoted azide-alkyne cycloaddition.

Carolina G S Lima1, Akbar Ali, Sander S van Berkel, Bernhard Westermann, Márcio W Paixão.   

Abstract

Metal-free 1,3-dipolar cycloaddition reactions have proven to be a powerful tool for the assembly of key heterocycles, in particular diversely functionalized 1,2,3-triazoles. A number of metal-free (3+2)-cycloaddition approaches have been developed up to date with the aim to circumvent the use of metal catalysts allowing these reactions to take place in biological systems without perturbation of the naturally occurring processes. This feature article specifically provides an overview of emerging metal-free synthetic routes, and their mechanistic features, in the formation of functionalized 1,2,3-triazoles.

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Year:  2015        PMID: 26066359     DOI: 10.1039/c5cc04114g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  5 in total

1.  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

2.  Green Methodologies for Copper(I)-Catalyzed Azide-Alkyne Cycloadditions: A Comparative Study.

Authors:  Marissa Trujillo; Clayton Hull-Crew; Andrew Outlaw; Kevin Stewart; Loren Taylor; Laura George; Allison Duensing; Breanna Tracey; Allen Schoffstall
Journal:  Molecules       Date:  2019-03-10       Impact factor: 4.411

3.  Nitroalkanes as electrophiles: synthesis of triazole-fused heterocycles with neuroblastoma differentiation activity.

Authors:  Nicolai A Aksenov; Alexander V Aksenov; Nikita K Kirilov; Nikolai A Arutiunov; Dmitrii A Aksenov; Vladimir Maslivetc; Zhenze Zhao; Liqin Du; Michael Rubin; Alexander Kornienko
Journal:  Org Biomol Chem       Date:  2020-08-19       Impact factor: 3.876

4.  4-(4-Acetyl-5-methyl-1H-1,2,3-triazol-1-yl)benzo-nitrile: crystal structure and Hirshfeld surface analysis.

Authors:  Julio Zukerman-Schpector; Cássio da S Dias; Ricardo S Schwab; Mukesh M Jotani; Edward R T Tiekink
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2018-08-10

5.  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

  5 in total

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