Literature DB >> 27960271

Ruthenium-Catalyzed Azide Alkyne Cycloaddition Reaction: Scope, Mechanism, and Applications.

Johan R Johansson1, Tamás Beke-Somfai2, Anna Said Stålsmeden3, Nina Kann3.   

Abstract

The ruthenium-catalyzed azide alkyne cycloaddition (RuAAC) affords 1,5-disubstituted 1,2,3-triazoles in one step and complements the more established copper-catalyzed reaction providing the 1,4-isomer. The RuAAC reaction has quickly found its way into the organic chemistry toolbox and found applications in many different areas, such as medicinal chemistry, polymer synthesis, organocatalysis, supramolecular chemistry, and the construction of electronic devices. This Review discusses the mechanism, scope, and applications of the RuAAC reaction, covering the literature from the last 10 years.

Entities:  

Year:  2016        PMID： 27960271     DOI： 10.1021/acs.chemrev.6b00466

Source DB:  PubMed          Journal:  Chem Rev        ISSN： 0009-2665            Impact factor:   60.622


  31 in total

1.  Gold Redox Catalysis through Base-Initiated Diazonium Decomposition toward Alkene, Alkyne, and Allene Activation.

Authors:  Boliang Dong; Haihui Peng; Stephen E Motika; Xiaodong Shi
Journal:  Chemistry       Date:  2017-07-24       Impact factor: 5.236

2.  Synthesis of 1,3-Diynes via Cadiot-Chodkiewicz Coupling of Volatile, in Situ Generated Bromoalkynes.

Authors:  Phil C Knutson; Haleigh E Fredericks; Eric M Ferreira
Journal:  Org Lett       Date:  2018-10-17       Impact factor: 6.005

3.  Divergent Mechanisms of the Banert Cascade with Propargyl Azides.

Authors:  Juliana R Alexander; Mary H Packard; Alanna M Hildebrandt; Amy A Ott; Joseph J Topczewski
Journal:  J Org Chem       Date:  2020-01-24       Impact factor: 4.354

4.  Intercepting the Banert cascade with nucleophilic fluorine: direct access to α-fluorinated NH-1,2,3-triazoles.

Authors:  J R Alexander; P V Kevorkian; J J Topczewski
Journal:  Chem Commun (Camb)       Date:  2021-05-20       Impact factor: 6.222

5.  Silver Mediated Banert Cascade with Carbon Nucleophiles.

Authors:  Juliana R Alexander; Paul V Kevorkian; Joseph J Topczewski
Journal:  Org Lett       Date:  2021-04-02       Impact factor: 6.005

6.  Enantioselective Nickel-Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution.

Authors:  En-Chih Liu; Joseph J Topczewski
Journal:  J Am Chem Soc       Date:  2021-04-02       Impact factor: 15.419

Review 7.  Approaches for peptide and protein cyclisation.

Authors:  Heather C Hayes; Louis Y P Luk; Yu-Hsuan Tsai
Journal:  Org Biomol Chem       Date:  2021-05-12       Impact factor: 3.876

Review 8.  Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings.

Authors:  Rosalie S Doerksen; Tomáš Hodík; Guanyu Hu; Nancy O Huynh; William G Shuler; Michael J Krische
Journal:  Chem Rev       Date:  2021-02-12       Impact factor: 60.622

9.  Untargeted Identification of Alkyne-Containing Natural Products Using Ruthenium-Catalyzed Azide Alkyne Cycloaddition Reactions Coupled to LC-MS/MS.

Authors:  Daniel Back; Brenda T Shaffer; Joyce E Loper; Benjamin Philmus
Journal:  J Nat Prod       Date:  2022-01-19       Impact factor: 4.050

Review 10.  Modified Nucleosides, Nucleotides and Nucleic Acids via Click Azide-Alkyne Cycloaddition for Pharmacological Applications.

Authors:  Daniela Perrone; Elena Marchesi; Lorenzo Preti; Maria Luisa Navacchia
Journal:  Molecules       Date:  2021-05-22       Impact factor: 4.411
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