title: Efficient microwave assisted synthesis of novel 1,2,3-triazole-sucrose derivatives by cycloaddition reaction of sucrose azides and terminal alkynes.
abstract: 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.
authors.affiliation: REQUIMTE, CQFB, Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, 2829-516 Caparica, Portugal.
authors.forename: Taterao M
authors.initials: TM
authors.lastname: Potewar
authors.forename: Krasimira T
authors.initials: KT
authors.lastname: Petrova
authors.forename: M Teresa
authors.initials: MT
authors.lastname: Barros
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D003500:Cyclization; D008872:Microwaves; D008968:Molecular Conformation; D013395:Sucrose / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry*; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000480:Alkynes; D001386:Azides; D014230:Triazoles; D013395:Sucrose
keywords: 1,2,3-Triazoles; 1,3-Dipolar cycloaddition; Carbohydrate; Microwave assisted synthesis; Sucrose derived azides; ‘Click’ chemistry