Literature DB >> 33633809

1,2,3-Triazoles as leaving groups: SNAr reactions of 2,6-bistriazolylpurines with O- and C-nucleophiles.

Dace Cīrule1, Irina Novosjolova1, Ērika Bizdēna1, Māris Turks1.   

Abstract

A new approach was designed for the synthesis of C6-substituted 2-triazolylpurine derivatives. A series of substituted products was obtained in SNAr 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.
Copyright © 2021, Cīrule et al.

Entities:  

Keywords:  2,6-bistriazolyl purines; nucleophilic aromatic substitution; purine nucleosides; triazoles

Year:  2021        PMID: 33633809      PMCID: PMC7884883          DOI: 10.3762/bjoc.17.37

Source DB:  PubMed          Journal:  Beilstein J Org Chem        ISSN: 1860-5397            Impact factor:   2.883


  46 in total

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8.  Structure-affinity relationships of the affinity of 2-pyrazolyl adenosine analogues for the adenosine A2A receptor.

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9.  Exploring the purine core of 3'-C-ethynyladenosine (EAdo) in search of novel nucleoside therapeutics.

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10.  1,2,3-Triazoles as leaving groups in SNAr-Arbuzov reactions: synthesis of C6-phosphonated purine derivatives.

Authors:  Kārlis-Ēriks Kriķis; Irina Novosjolova; Anatoly Mishnev; Māris Turks
Journal:  Beilstein J Org Chem       Date:  2021-01-20       Impact factor: 2.883

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