Open AccessZinc Mediated Azide–Alkyne Ligation to 1,5- and 1,4,5-Substituted 1,2,3-Triazoles
Author(s) -
Christopher D. Smith,
Michael F. Greaney
Publication year - 2013
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol402225d
Subject(s) - chemistry , regioselectivity , alkyne , zinc , azide , combinatorial chemistry , aryl , click chemistry , triazole , organic chemistry , catalysis , alkyl
A mild method for regioselective formation of 1,5-substituted 1,2,3-triazoles is described. The zinc-mediated reaction works at room temperature and is successful across a wide range of azido/alkynyl substrates. Additionally, the triazole 4-position can be further functionalized through the intermediate aryl-zinc to accommodate a diverse three-component coupling strategy.
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