Synthesis of novel Glycoconjugates derived from Alkynyl heterocycles through a ...

• Author(s): Silva, Marília E. ; Gonçalves, João Carlos Oliveira ; Campos, Ana M. F. Oliveira ; Rodrigues, Lígia M. ; Esteves, Ana Paula
• Date: 2013
• Persistent ID: http://hdl.handle.net/1822/22319
• Origin: RepositóriUM - Universidade do Minho
• Subject(s): 1,2,3-Triazoles; Click chemistry; Azido sugars; Alkynyl heterocycles
• Document Type: Article
• Language: English

Description

Accepted author version posted online: 05 Jun 2012 The synthesis of a series of novel 1,4-disubstituted 1,2,3-triazole compounds bearing a D-glucose derivative and an heteroaromatic system is described. Alkylation of isatin, 3-methyl-carbazole and one tetrahydro-gamma-carboline with propargyl bromide gave their N-propargyl derivatives in good yields. These compounds further reacted with acetylated D-glucose with the azide group in position 1, to give three final products and with peracetylated 6-azido-6-deoxy-alpha-D-methylglucoside giving the corresponding derivative of tetrahydro-gamma-carboline.