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Literature DB >> 16967955

A versatile new monomer family: functionalized 4-vinyl-1,2,3-triazoles via click chemistry.

Raymond J Thibault¹, Kenichi Takizawa, Peter Lowenheilm, Brett Helms, Justin L Mynar, Jean M J Fréchet, Craig J Hawker.

Abstract

Using facile, highly modular synthetic approaches, a new monomer family based on a 1,2,3-triazole-4-vinyl building block has been prepared, and various functional derivatives have been obtained. Subsequent homo- and copolymerization of these novel functionalized monomers gives polymeric materials with unique physical properties, combining many attractive features of more traditional monomers, such as styrene, vinylpyridine, and meth/acrylates.

Entities: Chemical

Year: 2006 PMID： 16967955 DOI： 10.1021/ja0648209

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

8 in total

1. Fast dye salts provide fast access to azidoarene synthons in multi-step one-pot tandem click transformations.

Authors: James T Fletcher; Jacquelline E Reilly
Journal: Tetrahedron Lett Date: 2011-10-19 Impact factor: 2.415

2. A facile and one pot synthesis of 1,4-disubstituted-1H-1,2,3-triazoles from terminal alkynes and phenacyl azides prepared from styrenes by CAN oxidant and sodium azide.

Authors: Mosadegh Keshavarz; Rashid Badri
Journal: Mol Divers Date: 2011-07-29 Impact factor: 2.943

3. Facile synthesis of 4-vinyl- and 4-fluorovinyl-1,2,3-triazoles via bifunctional "click-olefination" reagents.

Authors: Rakesh Kumar; Padmanava Pradhan; Barbara Zajc
Journal: Chem Commun (Camb) Date: 2011-02-18 Impact factor: 6.222

4. Optimisation of a triazolopyridine based histone demethylase inhibitor yields a potent and selective KDM2A (FBXL11) inhibitor.

Authors: Katherine S England; Anthony Tumber; Tobias Krojer; Giuseppe Scozzafava; Stanley S Ng; Michelle Daniel; Aleksandra Szykowska; KaHing Che; Frank von Delft; Nicola A Burgess-Brown; Akane Kawamura; Christopher J Schofield; Paul E Brennan
Journal: Medchemcomm Date: 2014-12-01 Impact factor: 3.597

5. Design, synthesis, and characterization of (1-(4-aryl)- 1H-1,2,3-triazol-4-yl)methyl, substituted phenyl-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylates against Mycobacterium tuberculosis.

Authors: Katharigatta N Venugopala; G B Dharma Rao; Subhrajyoti Bhandary; Melendhran Pillay; Deepak Chopra; Bandar E Aldhubiab; Mahesh Attimarad; Osama Ibrahim Alwassil; Sree Harsha; Koleka Mlisana
Journal: Drug Des Devel Ther Date: 2016-08-25 Impact factor: 4.162

A versatile new monomer family: functionalized 4-vinyl-1,2,3-triazoles via click chemistry.

1. Fast dye salts provide fast access to azidoarene synthons in multi-step one-pot tandem click transformations.

2. A facile and one pot synthesis of 1,4-disubstituted-1H-1,2,3-triazoles from terminal alkynes and phenacyl azides prepared from styrenes by CAN oxidant and sodium azide.

3. Facile synthesis of 4-vinyl- and 4-fluorovinyl-1,2,3-triazoles via bifunctional "click-olefination" reagents.

4. Optimisation of a triazolopyridine based histone demethylase inhibitor yields a potent and selective KDM2A (FBXL11) inhibitor.

5. Design, synthesis, and characterization of (1-(4-aryl)- 1H-1,2,3-triazol-4-yl)methyl, substituted phenyl-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylates against Mycobacterium tuberculosis.

6. Tailoring of energetic groups in acroyloyl polymers.

7. Crystal structure analysis of [5-(4-meth-oxy-phen-yl)-2-methyl-2H-1,2,3-triazol-4-yl](thio-phen-2-yl)methanone.

8. High impact polytriazole resins for advanced composites.