Literature DB >> 20879787

Effects of a flexible alkyl chain on a ligand for CuAAC reaction.

Keisuke Asano1, Seijiro Matsubara.   

Abstract

Imidazole derivatives substituted by a normal alkyl group are shown to be efficient as a ligand for the copper(Ι)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. An alkyl chain on the imidazole ligands shows an efficient steric effect and benefits the reaction. Such functionalities of an alkyl chain allow a rapid CuAAC reaction of even a bulky alkyne, which has been difficult to perform under conventional conditions.

Entities:  

Year:  2010        PMID: 20879787     DOI: 10.1021/ol101990d

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


  5 in total

1.  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

2.  Synthesis of alpha-tetrasubstituted triazoles by copper-catalyzed silyl deprotection/azide cycloaddition.

Authors:  Zachary L Palchak; Paula T Nguyen; Catharine H Larsen
Journal:  Beilstein J Org Chem       Date:  2015-08-14       Impact factor: 2.883

3.  In situ generation of N-unsubstituted imines from alkyl azides and their applications for imine transfer via copper catalysis.

Authors:  Lu Hu; Yahu A Liu; Xuebin Liao
Journal:  Sci Adv       Date:  2017-08-09       Impact factor: 14.136

Review 4.  Recent Progress of Cu-Catalyzed Azide-Alkyne Cycloaddition Reactions (CuAAC) in Sustainable Solvents: Glycerol, Deep Eutectic Solvents, and Aqueous Media.

Authors:  Noel Nebra; Joaquín García-Álvarez
Journal:  Molecules       Date:  2020-04-26       Impact factor: 4.411

5.  Azide-alkyne cycloaddition reactions in water via recyclable heterogeneous Cu catalysts: reverse phase silica gel and thermoresponsive hydrogels.

Authors:  Minkyung Lim; Heejin Lee; Minseok Kang; Woncheol Yoo; Hakjune Rhee
Journal:  RSC Adv       Date:  2018-02-06       Impact factor: 3.361

  5 in total

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