New Stable Cu(I) Catalyst Supported on Weakly Acidic Polyacrylate Resin for “Click“Chemistry: Synthesis of 1,2,3-Triazole and Novel Synthesis of 1,2,3-Triazol-5- amine
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F18%3A00100661" target="_blank" >RIV/00216224:14310/18:00100661 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.2174/1570179415666180110152642" target="_blank" >http://dx.doi.org/10.2174/1570179415666180110152642</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.2174/1570179415666180110152642" target="_blank" >10.2174/1570179415666180110152642</a>
Alternative languages
Result language
angličtina
Original language name
New Stable Cu(I) Catalyst Supported on Weakly Acidic Polyacrylate Resin for “Click“Chemistry: Synthesis of 1,2,3-Triazole and Novel Synthesis of 1,2,3-Triazol-5- amine
Original language description
Aim and Objective: The aim of our work is to demonstrate catalytic application of our previously reported simple Cu(I) ion supported on weakly acidic polyacrylate resin for Azide-Alkyne cycloaddition (CuAAC), Azide-Nitrile cycloaddition and in synthesis of 1-azido-4-methoxybenzene. Material and Method: To investigate the catalytic ability of title Cu(I) catalyst we performed the reaction of different aryl azide with a broader spectrum of different terminal alkyne and nitrile compounds. Results: The title supported Cu(I) catalyzes cycloaddition reactions of aryl azide with aliphatic, aromatic, and heterocyclic terminal alkynes and corresponding 1,4-disubstituted 1,2,3-triazoles were obtained almost in the quantitative yields. The cycloaddition reactions of aryl azide with nitriles consisting alpha-hydrogen on carbon attached to cyano group under catalytic action of the title supported Cu(I) ended up with the formation of 1,4- disubstituted 1,2,3-triazol-5-amines in quantitative yields. The title catalyst found to be active for nucleophilic substitution of aide group (-N3) to 4-Iodoanisole. Conclusion: It was found that both studied Azide-Alkyne cycloaddition and Azide-Nitrile cycloaddition syntheses are regioselective and quantitative in yield. The title catalyst used is economical, easily preparable, separable,and recyclable. Therefore, the studied syntheses may be regarded as environmentally clean and green processes.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/2A-1TP1%2F090" target="_blank" >2A-1TP1/090: New catalysts and reagents for sustainable green syntheses and combinatorial syntheses</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2018
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Current Organic Synthesis
ISSN
1570-1794
e-ISSN
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Volume of the periodical
2018
Issue of the periodical within the volume
15
Country of publishing house
US - UNITED STATES
Number of pages
14
Pages from-to
1-14
UT code for WoS article
000435095700006
EID of the result in the Scopus database
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