Copper-Catalyzed One-Pot Synthesis of Amide Linked 1,2,3-Triazoles Bearing Aryloxy Skeletons

Copper-Catalyzed One-Pot Synthesis of Amide Linked 1,2,3-Triazoles Bearing Aryloxy Skeletons Publisher

Asgari MS¹ ; Bahadorikhalili S² ; Ghaempanah A³ ; Rashidi Ranjbar P⁴ ; Rahimi R¹ ; Abbasi A⁴ ; Larijani B² ; Mahdavi M²

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1. Department of Chemistry, Iran University of Science and Technology, Narmak, Tehran, 16846-13114, Iran
2. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
3. Department of Tuberculin & Mallein, Razi Vaccine & Serum Research Institute, Agricultural Research Education and Extension Organization (AREEO), Karaj, Iran
4. School of Chemistry, College of Science, University of Tehran, Tehran, PO Box 14155-6455, Iran

Source: Tetrahedron Letters Published:2021

Abstract

In this paper, novel amide linked 1,2,3-triazoles containing aryloxy derivatives (8a–l) are synthesized via copper-catalyzed one-pot sequential hydroxylation-O-alkylation/click reaction of 2-bromo-N-prop-2-ynyl-benzamides. The products are synthesized in an efficient way in high isolated yields. The synthetic method involves the use of 2-bromo-N-prop-2-ynyl-benzamide and various benzyl halides over a one-pot copper-catalyzed hydroxylation-O-alkylation/Click reaction. The products are characterized by 1H NMR, 13C NMR, mass spectrometry, FT-IR, elemental analysis, melting point, and single crystal X-ray diffraction. In-situ prepared phenol moiety in H2O/DMF as a solvent\co-solvent system prompted to perform a reaction between benzyl halide and phenols. The step economic feature of the method leads to the synthesis of the products in high isolated yields. © 2020

Style	Citing Format
MLA	Asgari MS, et al.. "Copper-Catalyzed One-Pot Synthesis of Amide Linked 1,2,3-Triazoles Bearing Aryloxy Skeletons." Tetrahedron Letters, vol. 65, no. , 2021, pp. -.
APA	Asgari MS, Bahadorikhalili S, Ghaempanah A, Rashidi Ranjbar P, Rahimi R, Abbasi A, Larijani B, Mahdavi M (2021). Copper-Catalyzed One-Pot Synthesis of Amide Linked 1,2,3-Triazoles Bearing Aryloxy Skeletons. Tetrahedron Letters, 65(), -.
Chicago	Asgari MS, Bahadorikhalili S, Ghaempanah A, Rashidi Ranjbar P, Rahimi R, Abbasi A, Larijani B, Mahdavi M. "Copper-Catalyzed One-Pot Synthesis of Amide Linked 1,2,3-Triazoles Bearing Aryloxy Skeletons." Tetrahedron Letters 65, no. (2021): -.
Harvard	Asgari MS et al. (2021) 'Copper-Catalyzed One-Pot Synthesis of Amide Linked 1,2,3-Triazoles Bearing Aryloxy Skeletons', Tetrahedron Letters, 65(), pp. -.
Vancouver	Asgari MS, Bahadorikhalili S, Ghaempanah A, Rashidi Ranjbar P, Rahimi R, Abbasi A, et al.. Copper-Catalyzed One-Pot Synthesis of Amide Linked 1,2,3-Triazoles Bearing Aryloxy Skeletons. Tetrahedron Letters. 2021;65():-.
BibTex	@article{ author = {Asgari MS and Bahadorikhalili S and Ghaempanah A and Rashidi Ranjbar P and Rahimi R and Abbasi A and Larijani B and Mahdavi M}, title = {Copper-Catalyzed One-Pot Synthesis of Amide Linked 1,2,3-Triazoles Bearing Aryloxy Skeletons}, journal = {Tetrahedron Letters}, volume = {65}, number = {}, pages = {-}, year = {2021} }
RIS	TY - JOUR AU - Asgari MS AU - Bahadorikhalili S AU - Ghaempanah A AU - Rashidi Ranjbar P AU - Rahimi R AU - Abbasi A AU - Larijani B AU - Mahdavi M TI - Copper-Catalyzed One-Pot Synthesis of Amide Linked 1,2,3-Triazoles Bearing Aryloxy Skeletons JO - Tetrahedron Letters VL - 65 IS - SP - EP - PY - 2021 ER -

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