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Regioselective Synthesis of β‐Aryl Enaminones and 1,4,5‐ Trisubstituted 1,2,3‐Triazoles from Chalcones and Benzyl Azides
Author(s) -
Xie YuYang,
Wang YingChun,
Qu HongEn,
Tan XianChun,
Wang HengShan,
Pan YingMing
Publication year - 2014
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.201400315
Subject(s) - chemistry , regioselectivity , aryl , toluene , catalysis , organic chemistry , solvent , combinatorial chemistry , alkyl
A highly regioselective synthesis of β‐aryl enaminones and 1,4,5‐trisubstituted 1,2,3‐triazoles from chalcones and benzyl azides based on reaction solvent selection is reported. In the presence of a catalytic amount of Ce(OTf) 3 , reactions of chalcones with benzyl azides in DMF at 100 °C afforded densely substituted Z ‐β‐aryl enaminones in good to excellent yields, whereas treatment of chalcones with benzyl azides in toluene at 100 °C selectively produced 1,4,5‐trisubstituted 1,2,3‐triazoles in excellent yields.