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Novel Synthesis of Difluoromethyl‐Containing 1,4‐Disubstituted 1,2,3‐Triazoles via a Click–Multicomponent Reaction and Desulfanylation Strategy
Author(s) -
Zhang Jian,
Wu Jingjing,
Shen Li,
Jin Guanyi,
Cao Song
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000791
Subject(s) - chemistry , triethylamine , click chemistry , imidazole , sodium hydride , iodide , tributyltin hydride , medicinal chemistry , sodium azide , hydride , combinatorial chemistry , organic chemistry , hydrogen
Fourteen difluoromethyl‐containing 1,4‐disubstituted 1,2,3‐triazoles were synthesized via a novel copper‐catalyzed click‐multicomponent reaction of 2,2‐difluoro‐2‐phenylsulfanylethanol, sodium azide and terminal alkynes in the presence of N ‐ ( p ‐toluenesulfonyl)imidazole, tetrabutylammonium iodide and triethylamine, followed by reductive cleavage of the phenylsulfanyl group using tributyltin hydride and azobisisobutyronitrile.