Issue 105, 2015

Metal free synthesis of morpholine fused [5,1-c] triazolyl glycoconjugates via glycosyl azido alcohols

Abstract

A series of diverse glycosyl 1,2-azido alcohols, obtained from readily available carbohydrates, were converted to structurally varied rare and novel sugar derived morpholine fused [5,1-c]-triazoles via a one-pot strategy. After incorporating a propargyl functionality at the hydroxyl group of the sugar derived 1,2-azido alcohols, the resulting in situ generated azido–alkyne affords numerous C- and O-glycosyl bicyclic ring systems with medicinal value via a metal free cycloaddition reaction. The structures of all the developed molecules have been elucidated using 1H NMR, 13C NMR, IR and MS spectroscopy.

Graphical abstract: Metal free synthesis of morpholine fused [5,1-c] triazolyl glycoconjugates via glycosyl azido alcohols

Supplementary files

Article information

Article type
Communication
Submitted
25 Aug 2015
Accepted
28 Sep 2015
First published
28 Sep 2015

RSC Adv., 2015,5, 86840-86848

Author version available

Metal free synthesis of morpholine fused [5,1-c] triazolyl glycoconjugates via glycosyl azido alcohols

K. B. Mishra, S. Shashi and V. K. Tiwari, RSC Adv., 2015, 5, 86840 DOI: 10.1039/C5RA17181D

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