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Palladium-catalyzed direct arylation of heteroarenes using 1-(bromophenyl)-1,2,3-triazoles as aryl source

Abstract : A variety of 1-aryl-1,2,3-triazoles contg. heteroarenes at C2-, C3- or C4-positions on the aryl ring I [Ar = 2-(2-ethyl-4-methyl-1,3-thiazol-5-yl)phenyl, 3-(5-methylthiophen-2-yl)phenyl, 4-(5-formyl-1-methylpyrrol-2-yl)phenyl, etc.; R = Me, Et, Ph] was successfully prepd. via palladium-catalyzed direct arylation. These couplings were performed by employing 1 mol% of phosphine-free Pd(OAc)2 catalyst with 1-(bromophenyl)-1,2,3-triazoles II (X = 2-Br, 3-Br, 4-Br) and heteroarenes such as 2-acetylthiophene, Me 2-methylfuran-3-carboxylate, 3,5-dimethylisoxazole, etc. as coupling partners. A wide variety of heteroarenes such as thiazoles, thiophenes, furans, pyrroles or isoxazoles was tolerated.
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Submitted on : Friday, May 19, 2017 - 3:37:23 PM
Last modification on : Wednesday, May 27, 2020 - 9:18:01 PM

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Halima Hadj Mokhtar, Nouria Laidaoui, Douniazad El Abed, Jean-François Soulé, Henri Doucet. Palladium-catalyzed direct arylation of heteroarenes using 1-(bromophenyl)-1,2,3-triazoles as aryl source. Catalysis Communications, Elsevier, 2017, 92, pp.124-127. ⟨10.1016/j.catcom.2016.12.030⟩. ⟨hal-01475811⟩

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