Title: 1,3-dipolar cycloaddition reactions in the series of N-alkynyl-substituted uracils.
Authors: Semenov, V.; Nikolaev, A.; Krylova, E.; Sharafutdinova, D.; Reznik, V.
Abstract: Reactions of 1-( ω-bromoalkyl)-3,6-dimethyluracils and 1,3-bis( ω-bromoalkyl)-6-methyluracils with sodium azide gave the corresponding mono- and bis-azides. 1,3-Dipolar cycloaddition of the latter with prop-2-yn-1-ol, hex-1-yne, and dec-1-yne in the presence of copper(I) ions afforded acyclic and macrocyclic uracil derivatives containing 1,4-disubstituted 1,2,3-triazole fragments, which were subjected to quaternization with propyl iodide and methyl p-toluenesulfonate at the 1,2,3-triazole nitrogen atom.
Subjects: RING formation (Chemistry); URACIL; IODIDES; MOLECULAR biology; COPPER salts; HYDROGEN bonding; VITAMIN C
Publication: Russian Journal of Organic Chemistry, 2012, Vol 48, Issue 4, p582
ISSN: 1070-4280
Publication type: Academic Journal
DOI: 10.1134/S1070428012040203

1,3-dipolar cycloaddition reactions in the series of N-alkynyl-substituted uracils.

Semenov, V.; Nikolaev, A.; Krylova, E.; Sharafutdinova, D.; Reznik, V.