1,2,3-Triazoles as Good Leaving Groups in SNAr-Arbuzov Reaction
78th International Scientific Conference of the University of Latvia Chemistry Section: Book of Abstracts 2020
Kārlis Ēriks Kriķis, Irina Novosjolova

Purine derivatives are widely studied due to their biological activity. Purines containing phoshonate moiety are known as antiviral drugs, representative example is tenofovir [1,2]. In this work C6-phosphonated purine derivatives have been obtained using SNAr-Arbuzov reaction between 2,6-bistriazolylpurine derivatives and phosphites. Staring material 2 was synthesized in two steps using Mitsunobu reaction and substitution of Cl atoms with azides. Then 2,6-diazidopurine derivative 2 was used in CuAAC reactions with different alkynes, giving products 3 in yields up to 76%. Structure and regioselectivity of C6-phosphonated purine derivatives 4 were proved by X-ray analysis


Atslēgas vārdi
1,2,3-triazoles, SnAr-Arbuzov reaction, Purines, purine phosphonates

Kriķis, K., Novosjolova, I. 1,2,3-Triazoles as Good Leaving Groups in SNAr-Arbuzov Reaction. No: 78th International Scientific Conference of the University of Latvia Chemistry Section: Book of Abstracts, Latvija, Riga, 6.-6. marts, 2020. Riga: 2020, 57.-57.lpp.

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English (en)
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