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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

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

Sima Abbaspour, Ali Keivanloo, Mohammad Bakherad, Saghi Sepehri

Chem Biodivers. 2019 Jan;16(1):e1800410.

PMID: 30341985

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP321694206	Bis-1,4-(4-methoxybenzenesulfonamidyl)naphthalene		321694-20-6	Price

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