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An Efficient Synthesis of Mono and Bis‐1,2,3‐triazole AZT Derivatives via Copper(I)‐catalyzed Cycloaddition
Author(s) -
Yuan JinWei,
Qu LingBo,
Chen XiaoLan,
Qu ZhiBo,
Liu XiangQian,
Ke DianDian
Publication year - 2011
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201190053
Subject(s) - chemistry , cycloaddition , catalysis , sodium ascorbate , alkyne , copper , combinatorial chemistry , 1,3 dipolar cycloaddition , triazole , 1,2,3 triazole , solvent , medicinal chemistry , organic chemistry , ascorbic acid , food science
An efficient synthesis of novel mono and bis‐1,2,3‐triazoles 3′‐azido‐2′‐deoxythymidine (AZT) derivatives via copper(I)‐catalyzed 1,3‐dipolar cycloaddition reaction is described. Starting from AZT and terminal alkyne derivatives, mono and bis‐1,2,3‐triazole AZT derivatives are regioselectively obtained in good yields under mild conditions using CuSO4·5H2O and sodium ascorbate as a catalyst system, and t ‐BuOH/H 2 O (1:1, v/v) as a co‐solvent. The structures of these compounds were elucidated by IR, HR MS and NMR.