Literature DB >> 19360172

Phosphoramidite accelerated copper(i)-catalyzed [3 + 2] cycloadditions of azides and alkynes.

Lachlan S Campbell-Verduyn1, Leila Mirfeizi, Rudi A Dierckx, Philip H Elsinga, Ben L Feringa.   

Abstract

Monodentate phosphoramidite ligands are used to accelerate the copper(i)-catalyzed 1,3-dipolar cycloaddition of azides and alkynes (CuAAC) rapidly yielding a wide variety of functionalized 1,4-disubstituted-1,2,3-triazoles; Cu(i) and Cu(ii) salts both function as the copper source in aqueous solution to provide excellent yields.

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Year:  2009        PMID： 19360172     DOI： 10.1039/b822994e

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


  17 in total

1.  Preparation of 18F-labeled peptides using the copper(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition.

Authors:  Herman S Gill; Jan Marik
Journal:  Nat Protoc       Date:  2011-10-13       Impact factor: 13.491

2.  An efficient catalytic system based on 7,8-dihydroxy-4-methylcoumarin and copper(II) for the click synthesis of diverse 1,4-disubstituted-1,2,3-triazoles under green conditions.

Authors:  Hashem Sharghi; Pezhman Shiri; Mahdi Aberi
Journal:  Mol Divers       Date:  2014-05-28       Impact factor: 2.943

3.  Tailored ligand acceleration of the Cu-catalyzed azide-alkyne cycloaddition reaction: practical and mechanistic implications.

Authors:  Stanislav I Presolski; Vu Hong; So-Hye Cho; M G Finn
Journal:  J Am Chem Soc       Date:  2010-10-20       Impact factor: 15.419

4.  Synthesis of fluorine-18 radio-labeled serum albumins for PET blood pool imaging.

Authors:  Falguni Basuli; Changhui Li; Biying Xu; Mark Williams; Karen Wong; Vincent L Coble; Olga Vasalatiy; Jurgen Seidel; Michael V Green; Gary L Griffiths; Peter L Choyke; Elaine M Jagoda
Journal:  Nucl Med Biol       Date:  2014-12-06       Impact factor: 2.408

Review 5.  Copper-catalyzed azide-alkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(I) acetylides.

Authors:  Jason E Hein; Valery V Fokin
Journal:  Chem Soc Rev       Date:  2010-03-04       Impact factor: 54.564

6.  Kinetics of bulk photo-initiated copper(i)-catalyzed azide-alkyne cycloaddition (CuAAC) polymerizations.

Authors:  Han Byul Song; Austin Baranek; Christopher N Bowman
Journal:  Polym Chem       Date:  2015-11-18       Impact factor: 5.582

Review 7.  Advancements in the mechanistic understanding of the copper-catalyzed azide-alkyne cycloaddition.

Authors:  Regina Berg; Bernd F Straub
Journal:  Beilstein J Org Chem       Date:  2013-12-02       Impact factor: 2.883

8.  Selectively fluorinated cyclohexane building blocks: Derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane.

Authors:  Mohammed Salah Ayoup; David B Cordes; Alexandra M Z Slawin; David O'Hagan
Journal:  Beilstein J Org Chem       Date:  2015-12-21       Impact factor: 2.883

9.  Alkyne-azide cycloaddition catalyzed by silver chloride and "abnormal" silver N-heterocyclic carbene complex.

Authors:  Aldo I Ortega-Arizmendi; Eugenia Aldeco-Pérez; Erick Cuevas-Yañez
Journal:  ScientificWorldJournal       Date:  2013-11-06

10.  Ultrafast Photoclick Reaction for Selective 18F-Positron Emission Tomography Tracer Synthesis in Flow.

Authors:  Youxin Fu; Hugo Helbert; Nadja A Simeth; Stefano Crespi; Gerbren B Spoelstra; Jan Maarten van Dijl; Marleen van Oosten; Luiza Reali Nazario; Dion van der Born; Gert Luurtsema; Wiktor Szymanski; Philip H Elsinga; Ben L Feringa
Journal:  J Am Chem Soc       Date:  2021-06-28       Impact factor: 15.419
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