1,2,3-Triazoles as leaving groups: S(N)Ar reactions of 2,6-bistriazolylpurines with O- and C-nucleophiles

A new approach was designed for the synthesis of C6-substituted 2-triazolylpurine derivatives. A series of substituted products was obtained in S(N)Ar reactions between 2,6-bistriazolylpurine derivatives and O- and C-nucleophiles under mild conditions. The products were isolated in yields up to 87%....

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Autores principales: Cīrule, Dace, Novosjolova, Irina, Bizdēna, Ērika, Turks, Māris
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7884883/
https://www.ncbi.nlm.nih.gov/pubmed/33633809
http://dx.doi.org/10.3762/bjoc.17.37
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author Cīrule, Dace
Novosjolova, Irina
Bizdēna, Ērika
Turks, Māris
author_facet Cīrule, Dace
Novosjolova, Irina
Bizdēna, Ērika
Turks, Māris
author_sort Cīrule, Dace
collection PubMed
description A new approach was designed for the synthesis of C6-substituted 2-triazolylpurine derivatives. A series of substituted products was obtained in S(N)Ar reactions between 2,6-bistriazolylpurine derivatives and O- and C-nucleophiles under mild conditions. The products were isolated in yields up to 87%. The developed C–O and C–C bond forming reactions clearly show the ability of the 1,2,3-triazolyl ring at the C6 position of purine to act as leaving group.
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spelling pubmed-78848832021-02-24 1,2,3-Triazoles as leaving groups: S(N)Ar reactions of 2,6-bistriazolylpurines with O- and C-nucleophiles Cīrule, Dace Novosjolova, Irina Bizdēna, Ērika Turks, Māris Beilstein J Org Chem Full Research Paper A new approach was designed for the synthesis of C6-substituted 2-triazolylpurine derivatives. A series of substituted products was obtained in S(N)Ar reactions between 2,6-bistriazolylpurine derivatives and O- and C-nucleophiles under mild conditions. The products were isolated in yields up to 87%. The developed C–O and C–C bond forming reactions clearly show the ability of the 1,2,3-triazolyl ring at the C6 position of purine to act as leaving group. Beilstein-Institut 2021-02-11 /pmc/articles/PMC7884883/ /pubmed/33633809 http://dx.doi.org/10.3762/bjoc.17.37 Text en Copyright © 2021, Cīrule et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms)
spellingShingle Full Research Paper
Cīrule, Dace
Novosjolova, Irina
Bizdēna, Ērika
Turks, Māris
1,2,3-Triazoles as leaving groups: S(N)Ar reactions of 2,6-bistriazolylpurines with O- and C-nucleophiles
title 1,2,3-Triazoles as leaving groups: S(N)Ar reactions of 2,6-bistriazolylpurines with O- and C-nucleophiles
title_full 1,2,3-Triazoles as leaving groups: S(N)Ar reactions of 2,6-bistriazolylpurines with O- and C-nucleophiles
title_fullStr 1,2,3-Triazoles as leaving groups: S(N)Ar reactions of 2,6-bistriazolylpurines with O- and C-nucleophiles
title_full_unstemmed 1,2,3-Triazoles as leaving groups: S(N)Ar reactions of 2,6-bistriazolylpurines with O- and C-nucleophiles
title_short 1,2,3-Triazoles as leaving groups: S(N)Ar reactions of 2,6-bistriazolylpurines with O- and C-nucleophiles
title_sort 1,2,3-triazoles as leaving groups: s(n)ar reactions of 2,6-bistriazolylpurines with o- and c-nucleophiles
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7884883/
https://www.ncbi.nlm.nih.gov/pubmed/33633809
http://dx.doi.org/10.3762/bjoc.17.37
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