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Salophen Copper(II) Complex‐Assisted Click Reactions for Fast Synthesis of 1,2,3‐Triazoles Based on Naphthalene‐1,4‐dione Scaffold,Antibacterial Evaluation,and Molecular Docking Studies
Authors:Sima Abbaspour  Ali Keivanloo  Mohammad Bakherad  Saghi Sepehri
Abstract:The salophen copper(II) complex was successfully used for the efficient synthesis of new 1,2,3‐triazoles based on the naphthalene‐1,4‐dione scaffold. The reaction of 2‐chloro‐3‐(prop‐2‐yn‐1‐yloxy)naphthalene‐1,4‐dione or 2,3‐bis(prop‐2‐yn‐1‐yloxy)naphthalene‐1,4‐dione with aromatic azides in the presence of a low copper catalyst (loading 1 mol‐%) afforded 2‐chloro‐3‐[(1‐phenyl‐1H‐1,2,3‐triazol‐4‐yl)methoxy]naphthalene‐1,4‐dione or 2,3‐bis[(1‐phenyl‐1H‐1,2,3‐triazol‐4‐yl)methoxy]naphthalene‐1,4‐dione, respectively. The advantages of these reactions are short reaction times, high‐to‐excellent reaction yields, operational simplicity, and mild experimental conditions. The new 1,2,3‐triazoles obtained were screened for their in vitro antibacterial activities and were subjected to molecular docking studies.
Keywords:click reaction  1,2,3-triazole  naphthalene-1,4-dione  antibacterial activity  molecular docking  biological activity
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