TY - JOUR
T1 - Ionic liquid catalyzed efficient regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles under metal and solvent free conditions
AU - Banday, Abid H.
AU - Hruby, Victor J.
N1 - Funding Information:
Abid H. Banday thanks USIEF, India for the award of Fulbright Academic and Professional Excellence award 2019-2020. Prof. Anne E.V. Gorden and Department of Chemistry and Biochemistry, Auburn University are acknowledged for hosting AHB for the award. Principal ICSC, Srinagar, India is appreciated for the support and encouragement.
Publisher Copyright:
© 2021 Bentham Science Publishers.
PY - 2021
Y1 - 2021
N2 - Background: Catalyzed organic reactions avoiding the use of metal salts, metal complexes and organometallic compounds have tremendous applications especially within sensitive biological systems. The current work is an effort towards metal and solvent-free organo-catalyzed reactions. Objective: Unprecedented, one-pot regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles through azide-aldehyde (3+2) organo-click cycloaddition under metal and solvent-free conditions is described. Methods: The method presents a convenient approach towards the synthesis of functionally versatile 1,4-disubstituted 1,2,3-triazoles from easily accessible substrates using recyclable 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-based ionic liquids as catalysts. Results: 1,4-disubstituted 1,2,3-triazoles were obtained in moderate to excellent yield using azidealdehyde (3+2) organo-click cycloaddition under metal and solvent-free conditions. Conclusion: The procedure reported herein for the synthesis of 1,4-disubstituted 1,2,3-triazoles is straightforward, greener, devoid of tedious workups and chromatographic separation.
AB - Background: Catalyzed organic reactions avoiding the use of metal salts, metal complexes and organometallic compounds have tremendous applications especially within sensitive biological systems. The current work is an effort towards metal and solvent-free organo-catalyzed reactions. Objective: Unprecedented, one-pot regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles through azide-aldehyde (3+2) organo-click cycloaddition under metal and solvent-free conditions is described. Methods: The method presents a convenient approach towards the synthesis of functionally versatile 1,4-disubstituted 1,2,3-triazoles from easily accessible substrates using recyclable 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-based ionic liquids as catalysts. Results: 1,4-disubstituted 1,2,3-triazoles were obtained in moderate to excellent yield using azidealdehyde (3+2) organo-click cycloaddition under metal and solvent-free conditions. Conclusion: The procedure reported herein for the synthesis of 1,4-disubstituted 1,2,3-triazoles is straightforward, greener, devoid of tedious workups and chromatographic separation.
KW - 1,2,3-Triazoles
KW - Enolizable aldehydes
KW - Ionic liquids
KW - Metal free reactions
KW - NonCuAAC
KW - Regioselective reactions
KW - Solvent-free reactions
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U2 - 10.2174/2213337207999200831105105
DO - 10.2174/2213337207999200831105105
M3 - Article
AN - SCOPUS:85110472377
SN - 2213-3372
VL - 8
SP - 223
EP - 227
JO - Current Organocatalysis
JF - Current Organocatalysis
IS - 2
ER -