Premium
Organocatalytic Synthesis of (Arylselanyl)phenyl‐1 H ‐1,2,3‐triazole‐4‐carboxamides by Cycloaddition between Azidophenyl Arylselenides and β‐Oxo‐amides
Author(s) -
Seus Natália,
Goldani Bruna,
Lenardão Eder J.,
Savegnago Lucielli,
Paixão Márcio W.,
Alves Diego
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201301547
Subject(s) - cycloaddition , chemistry , aryl , catalysis , triazole , organocatalysis , combinatorial chemistry , 1,2,3 triazole , medicinal chemistry , organic chemistry , stereochemistry , enantioselective synthesis , alkyl
We describe the use of β‐oxo‐amides in organocatalytic cycloaddition with aryl azidophenyl selenides. The cycloaddition reactions were performed under mild conditions, with β‐oxo‐amides and aryl azidophenyl selenides in the presence of a catalytic amount of Et 2 NH (5 mol‐%), and the corresponding products were obtained in good to excellent yields. This organocatalytic methodology tolerated a range of substituents either in the β‐oxo‐amides or in the aryl azidophenyl selenides and proved to be an efficient methodology for the combinatorial synthesis of new selenium‐containing triazole compounds.