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Palladium-catalyzed 2,5-diheteroarylation of 2,5-dibromothiophene derivatives.

ABSTRACT: Conditions allowing the one pot 2,5-diheteroarylation of 2,5-dibromothiophene derivatives in the presence of palladium catalysts are reported. Using KOAc as the base, DMA as the solvent and only 0.5-2 mol % palladium catalysts, the target 2,5-diheteroarylated thiophenes were obtained in moderate to good yields and with a wide variety of heteroarenes such as thiazoles, thiophenes, furans, pyrroles, pyrazoles or isoxazoles. Moreover, sequential heteroarylation reactions allow the access to 2,5-diheteroarylated thiophenes bearing two different heteroaryl units.

SUBMITTER: Belkessam F

PROVIDER: S-EPMC4273267 | biostudies-other | 2014

REPOSITORIES: biostudies-other

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Palladium-catalyzed 2,5-diheteroarylation of 2,5-dibromothiophene derivatives.

Belkessam Fatma F Mohand Aidene A Soulé Jean-François JF Elias Abdelhamid A Doucet Henri H

Beilstein journal of organic chemistry 20141209

Conditions allowing the one pot 2,5-diheteroarylation of 2,5-dibromothiophene derivatives in the presence of palladium catalysts are reported. Using KOAc as the base, DMA as the solvent and only 0.5-2 mol % palladium catalysts, the target 2,5-diheteroarylated thiophenes were obtained in moderate to good yields and with a wide variety of heteroarenes such as thiazoles, thiophenes, furans, pyrroles, pyrazoles or isoxazoles. Moreover, sequential heteroarylation reactions allow the access to 2,5-dih ...[more]

PMID: 25550758

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