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An efficient synthesis of 3‐triazolyl‐2(1 H )‐quinolones by CuTC‐catalyzed azide–alkyne cycloaddition reaction
Author(s) -
Messaoudi Samir,
Gabillet Marie,
Brion JeanDaniel,
Alami Mouâd
Publication year - 2013
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.2946
Subject(s) - chemistry , cycloaddition , alkyne , catalysis , azide , combinatorial chemistry , thiophene , organic chemistry
A facile and efficient Cu(I)‐catalyzed azide–alkyne cycloaddition reaction for the synthesis of a series of 3‐triazolyl‐2(1 H )‐quinolones 3 have been developed using 3‐azido‐quinolin‐2(1 H )‐one as the coupling partner. The optimized reaction conditions involve the use of eco‐ friendly ethanol as the solvent in the presence of copper(I) thiophene‐2‐carboxylate as the catalyst, to afford good to excellent yields of 3‐triazolyl‐2(1 H )‐quinolone derivatives of biological interest. Copyright © 2013 John Wiley & Sons, Ltd.