TY - JOUR
T1 - Regioselective Synthesis of 1,5-Disubstituted 1,2,3-Triazoles by Reusable AlCl3 Immobilized on γ-Al2O3
AU - Nanjundaswamy, Hemmaragala M.
AU - Abrahamse, Heidi
N1 - Publisher Copyright:
Copyright © Taylor & Francis Group, LLC.
PY - 2015
Y1 - 2015
N2 - (Chemical Equation Presented) There is rapidly growing interest in the synthesis and use of substituted 1,2,3-triazoles. We report an easy and interesting procedure that demonstrates the effectiveness of surface-modified γ-Al2O3, which is reusable, efficient, catalytic, safe, and environmentally acceptable for the regioselective synthesis of 1,5-disubstituted-1,2,3-triazoles via [3 + 2] cycloaddition of phenyl and benzyl azides with a series of aryl nitroolefins in good yields. No adverse effect on substituents such as nitro, cyano, hydroxy, ether linkage, and halogens was observed. The catalyst could easily be recycled and was reused for nine runs without losing its activity.
AB - (Chemical Equation Presented) There is rapidly growing interest in the synthesis and use of substituted 1,2,3-triazoles. We report an easy and interesting procedure that demonstrates the effectiveness of surface-modified γ-Al2O3, which is reusable, efficient, catalytic, safe, and environmentally acceptable for the regioselective synthesis of 1,5-disubstituted-1,2,3-triazoles via [3 + 2] cycloaddition of phenyl and benzyl azides with a series of aryl nitroolefins in good yields. No adverse effect on substituents such as nitro, cyano, hydroxy, ether linkage, and halogens was observed. The catalyst could easily be recycled and was reused for nine runs without losing its activity.
KW - 1,5-disubstituted-1,2,3-3-triazoles
KW - Azide
KW - [3 + 2] cycloaddition
KW - immobilized AlCl on γ-AlO
KW - nitroolefins
UR - http://www.scopus.com/inward/record.url?scp=84949115096&partnerID=8YFLogxK
U2 - 10.1080/00397911.2014.997366
DO - 10.1080/00397911.2014.997366
M3 - Article
AN - SCOPUS:84949115096
SN - 0039-7911
VL - 45
SP - 967
EP - 974
JO - Synthetic Communications
JF - Synthetic Communications
IS - 8
ER -