SCuNPs‐Catalyzed Solventless Oxidative [3+2] Azide‐Olefin Cycloaddition: An Efficient Protocol For Di‐ And Trisubstituted 1,2,3‐Triazole Synthesis

A starch capped copper nanoparticles (SCuNPs) promoted solvent free methodology has been developed for oxidative [3+2] azide‐olefin cycloaddition reaction. The reactions employ atmospheric O2/DMSO as oxidant to furnish an assortment of disubstituted and trisubstituted 1,2,3‐triazoles. This method is...

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Bibliographic Details
Published in:ChemistrySelect (Weinheim) 2022-12, Vol.7 (48), p.n/a
Main Authors: Sultana, Jasmin, Dutta, Bidyutjyoti, Mehra, Sanjay, Rohman, Shahnaz S., Kumar, Arvind, Guha, Ankur K., Sarma, Diganta
Format: Article
Language:English
Subjects:
Capping Agent
Copper Nano
Exergonic Pathway
Neat Conditions
OAOC
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Summary:A starch capped copper nanoparticles (SCuNPs) promoted solvent free methodology has been developed for oxidative [3+2] azide‐olefin cycloaddition reaction. The reactions employ atmospheric O2/DMSO as oxidant to furnish an assortment of disubstituted and trisubstituted 1,2,3‐triazoles. This method is well‐suited not only with acyclic terminal olefins, but also with cyclic and open chain internal olefins. The proposed mechanism was validated with the help of DFT calculations. The triazole formation proceeds through exergonic pathway and the activation barriers are not very high which helps in the easy formation of triazole derivative. An efficient oxidative azide‐olefin cycloaddition strategy has been developed by using starch capped copper nano particle catalyst under neat condition. Electronically diverse substrates are observed to be tolerated well under the developed catalytic condition.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.202202914