TY - JOUR
T1 - Efficient microwave assisted synthesis of novel 1,2,3-triazole-sucrose derivatives by cycloaddition reaction of sucrose azides and terminal alkynes.
AU - Barros, Maria Teresa
AU - Petrova, Krasimira Todorova Markova
PY - 2013/1/1
Y1 - 2013/1/1
N2 - Novel 1-(1',2,3,3',4,4',6-hepta-O-acetyl-6'-deoxy-sucros-6'-yl)-4-substituted-1,2,3-triazoles were synthesized by microwave assisted copper catalyzed 1,3-dipolar cycloaddition of sucrose derived azides with terminal alkynes in excellent yields and in short reaction times. The compound 1',2,3,3',4,4',6-hepta-O-acetyl-6'-azido-6'-deoxy-sucrose was regioselectively synthesized from sucrose by improved procedure and used for the cycloadditions. By combining carbohydrate and 1,2,3-triazole structural motifs, a library of 1,2,3-triazole-sucrose conjugates have been obtained.
AB - Novel 1-(1',2,3,3',4,4',6-hepta-O-acetyl-6'-deoxy-sucros-6'-yl)-4-substituted-1,2,3-triazoles were synthesized by microwave assisted copper catalyzed 1,3-dipolar cycloaddition of sucrose derived azides with terminal alkynes in excellent yields and in short reaction times. The compound 1',2,3,3',4,4',6-hepta-O-acetyl-6'-azido-6'-deoxy-sucrose was regioselectively synthesized from sucrose by improved procedure and used for the cycloadditions. By combining carbohydrate and 1,2,3-triazole structural motifs, a library of 1,2,3-triazole-sucrose conjugates have been obtained.
KW - “click” chemistry
KW - sucrose derived azides
KW - 1,3-dipolar cycloaddition
KW - microwave assisted synthesis
KW - 1,2,3-triazoles
KW - carbohydrate
U2 - 10.1016/j.carres.2013.06.017
DO - 10.1016/j.carres.2013.06.017
M3 - Article
C2 - 23872329
SN - 0008-6215
VL - 379
SP - 60
EP - 67
JO - Carbohydrate Research
JF - Carbohydrate Research
IS - NA
ER -