Click Synthesis of Bis(1,2,3-triazole) Anchored Noroxymorphone

Alkaloids are long known for their distinguished properties suitable for medical and pharmaceutical uses, inspiring impulse research interest in several scientific communities.1 Triazoles are also proved to be highly valuable heterocyclic moieties exerting notable biological propertiers.2 Click chemistry is a term used for a group of reactions recognized to be fast and simple automated, and selective, while rendering high yielding transformations. Copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition of azides and terminal alkynes (CuAAC) for acquisition of regioselective triazoles is the most conducted “click” reaction.3Herein, click synthesis of bis(1,4-triazole) anchored noroxymorphone scaffold (3) is presented via a reaction of a bis-alkynyl noroxymorphone derivative (1) with azides (2). The reaction delivers high yields in presence of in situ produced Cu(I) catalyst under reflux conditions. The scope of the reaction is successfully extended to an array of aromatic, aliphatic, and allylic azide compounds.

کلیدواژه ها:

Click Chemistry ، CuAAC ، Triazoles ، Alkaloid Modification