Literature DB >> 16597142

Reusable polymer-supported catalyst for the [3+2] Huisgen cycloaddition in automation protocols.

Christian Girard1, Esra Onen, Marie Aufort, Sophie Beauvière, Edmond Samson, Jean Herscovici.   

Abstract

[reaction: see text] A polymer-supported catalyst for Huisgen's [3+2] cycloaddition reaction between azides and alkynes was prepared from copper(I) iodide and Amberlyst A-21. This catalyst was then used in an automated synthesis of 1,4-disubstituted 1,2,3-triazoles giving access to these products in good yields. The catalyst has shown good activity, stability, and recycling capabilities.

Entities:  

Year:  2006        PMID： 16597142     DOI： 10.1021/ol060283l

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


  16 in total

1.  Preparation and characterization of a novel spherical cellulose-copper(II) oxide composite particles: as a heterogeneous catalyst for the click reaction.

Authors:  Seyedeh Fazileh Hamzavi; Sanaz Gerivani; Simin Saeedi; Kobra Naghdipari; Gholamhossein Shahverdizadeh
Journal:  Mol Divers       Date:  2019-03-26       Impact factor: 2.943

2.  N (1)-Fluoroalkyltryptophan Analogues: Synthesis and in vitro Study as Potential Substrates for Indoleamine 2,3-Dioxygenase.

Authors:  Jean Henrottin; Astrid Zervosen; Christian Lemaire; Frédéric Sapunaric; Sophie Laurent; Benoit Van den Eynde; Serge Goldman; Alain Plenevaux; André Luxen
Journal:  ACS Med Chem Lett       Date:  2015-01-25       Impact factor: 4.345

3.  Development of a microfluidic "click chip" incorporating an immobilized Cu(I) catalyst.

Authors:  Hairong Li; Joseph J Whittenberg; Haiying Zhou; David Ranganathan; Amit V Desai; Jan Koziol; Dexing Zeng; Paul J A Kenis; David E Reichert
Journal:  RSC Adv       Date:  2015-01-01       Impact factor: 3.361

4.  Automated synthesis of a 184-member library of thiadiazepan-1,1-dioxide-4-ones.

Authors:  Erik Fenster; Toby R Long; Qin Zang; David Hill; Benjamin Neuenswander; Gerald H Lushington; Aihua Zhou; Conrad Santini; Paul R Hanson
Journal:  ACS Comb Sci       Date:  2011-02-10       Impact factor: 3.784

5.  Accessing skeletal diversity using catalyst control: formation of n and n + 1 macrocyclic triazole rings.

Authors:  Ann Rowley Kelly; Jingqiang Wei; Sarathy Kesavan; Jean-Charles Marié; Nicole Windmon; Damian W Young; Lisa A Marcaurelle
Journal:  Org Lett       Date:  2009-06-04       Impact factor: 6.005

6.  RECENT SYNTHETIC DEVELOPMENTS AND APPLICATIONS OF THE ULLMANN REACTION. A REVIEW.

Authors:  Hao Lin; Dianqing Sun
Journal:  Org Prep Proced Int       Date:  2013       Impact factor: 1.628

7.  Polymer immobilized Cu(I) formation and azide-alkyne cycloaddition: A one pot reaction.

Authors:  Rafique Ul Islam; Abu Taher; Meenakshi Choudhary; Samarjeet Siwal; Kaushik Mallick
Journal:  Sci Rep       Date:  2015-05-12       Impact factor: 4.379

8.  Macroporous polymer supported azide and nanocopper (I): efficient and reusable reagent and catalyst for multicomponent click synthesis of 1,4-disubstituted-1H-1,2,3-triazoles from benzyl halides.

Authors:  Mosadegh Keshavarz; Nasir Iravani; Abdolmohammad Ghaedi; Amanollah Zarei Ahmady; Masoumeh Vafaei-Nezhad; Sara Karimi
Journal:  Springerplus       Date:  2013-02-23

9.  Efficient continuous-flow synthesis of novel 1,2,3-triazole-substituted β-aminocyclohexanecarboxylic acid derivatives with gram-scale production.

Authors:  Sándor B Otvös; Adám Georgiádes; István M Mándity; Lóránd Kiss; Ferenc Fülöp
Journal:  Beilstein J Org Chem       Date:  2013-07-29       Impact factor: 2.883

10.  A recyclable and reusable supported Cu(I) catalyzed azide-alkyne click polymerization.

Authors:  Haiqiang Wu; Hongkun Li; Ryan T K Kwok; Engui Zhao; Jing Zhi Sun; Anjun Qin; Ben Zhong Tang
Journal:  Sci Rep       Date:  2014-05-30       Impact factor: 4.379
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