Literature DB >> 15524448

A microwave-assisted click chemistry synthesis of 1,4-disubstituted 1,2,3-triazoles via a copper(I)-catalyzed three-component reaction.

Prasad Appukkuttan1, Wim Dehaen, Valery V Fokin, Erik Van der Eycken.   

Abstract

A microwave-assisted three-component reaction was used to prepare a series of 1,4-disubstituted-1,2,3-triazoles from corresponding alkyl halides, sodium azide, and alkynes. This procedure eliminates the need to handle organic azides, as they are generated in situ, making this already powerful click process even more user-friendly and safe.

Entities:  

Year:  2004        PMID: 15524448     DOI: 10.1021/ol048341v

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  35 in total

1.  Targeting tuberculosis through a small focused library of 1,2,3-triazoles.

Authors:  Guillermo R Labadie; Agustina de la Iglesia; Héctor R Morbidoni
Journal:  Mol Divers       Date:  2011-06-02       Impact factor: 2.943

2.  3'-(1,2,3-Triazol-1-yl)-3'-deoxythymidine analogs as substrates for human and Ureaplasma parvum thymidine kinase for structure-activity investigations.

Authors:  Jay Lin; Vincent Roy; Liya Wang; Li You; Luigi A Agrofoglio; Dominique Deville-Bonne; Tamara R McBrayer; Steven J Coats; Raymond F Schinazi; Staffan Eriksson
Journal:  Bioorg Med Chem       Date:  2010-03-15       Impact factor: 3.641

3.  α-Azido ketones. Part 7: synthesis of 1,4-disubstituted triazoles by the "click" reaction of various terminal acetylenes with phenacyl azides or α-azidobenzo(hetera)cyclanones.

Authors:  Krisztina Kónya; Szabolcs Fekete; Anita Abrahám; Tamás Patonay
Journal:  Mol Divers       Date:  2012-02-04       Impact factor: 2.943

4.  Monofunctionalization of dendrimers with use of microwave-assisted 1,3-dipolar cycloadditions.

Authors:  Kunsang Yoon; Poorva Goyal; Marcus Weck
Journal:  Org Lett       Date:  2007-05-02       Impact factor: 6.005

Review 5.  Controlled microwave heating in modern organic synthesis: highlights from the 2004-2008 literature.

Authors:  C Oliver Kappe; Doris Dallinger
Journal:  Mol Divers       Date:  2009-04-21       Impact factor: 2.943

6.  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

Review 7.  Computational studies on the regioselectivity of metal-catalyzed synthesis of 1,2,3 triazoles via click reaction: a review.

Authors:  Tayebeh Hosseinnejad; Bahareh Fattahi; Majid M Heravi
Journal:  J Mol Model       Date:  2015-09-18       Impact factor: 1.810

8.  Ultrasound-promoted copper-catalyzed azide-alkyne cycloaddition.

Authors:  Giancarlo Cravotto; Valery V Fokin; Davide Garella; Arianna Binello; Luisa Boffa; Alessandro Barge
Journal:  J Comb Chem       Date:  2010 Jan-Feb

9.  Synthesis, characterization, and NMR studies of 1,2,3-triazolium ionic liquids: a good perspective regarding cytotoxicity.

Authors:  Nicolas Glanzmann; Arturene M L Carmo; Luciana M R Antinarelli; Elaine S Coimbra; Luiz Antônio S Costa; Adilson D da Silva
Journal:  J Mol Model       Date:  2018-06-14       Impact factor: 1.810

10.  A robust platform for the synthesis of new tetracycline antibiotics.

Authors:  Cuixiang Sun; Qiu Wang; Jason D Brubaker; Peter M Wright; Christian D Lerner; Kevin Noson; Mark Charest; Dionicio R Siegel; Yi-Ming Wang; Andrew G Myers
Journal:  J Am Chem Soc       Date:  2008-12-31       Impact factor: 15.419

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