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Literature DB >> 11405684

Regioselective palladium-catalyzed arylation of 2-furaldehyde.

M S McClure¹, B Glover, E McSorley, A Millar, M H Osterhout, F Roschangar.

Abstract

An efficient regioselective method for the direct arylation of 2-furaldehyde to provide a range of pi-diverse 5-aryl-2-formylfuran derivatives is described. The method employs functionalized aryl halides and a catalytic amount of palladium(II) chloride under relatively mild conditions.

Entities: Chemical

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Year: 2001 PMID： 11405684 DOI： 10.1021/ol0158866

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

9 in total

1. Mechanistic studies on direct arylation of pyridine N-oxide: evidence for cooperative catalysis between two distinct palladium centers.

Authors: Yichen Tan; Fabiola Barrios-Landeros; John F Hartwig
Journal: J Am Chem Soc Date: 2012-02-17 Impact factor: 15.419

Review 2. Direct transition metal-catalyzed functionalization of heteroaromatic compounds.

Authors: Ilya V Seregin; Vladimir Gevorgyan
Journal: Chem Soc Rev Date: 2007-03-05 Impact factor: 54.564

3. Assessment of the intermediacy of arylpalladium carboxylate complexes in the direct arylation of benzene: evidence for C-H bond cleavage by "ligandless" species.

Authors: Yichen Tan; John F Hartwig
Journal: J Am Chem Soc Date: 2011-02-11 Impact factor: 15.419

Regioselective palladium-catalyzed arylation of 2-furaldehyde.

1. Mechanistic studies on direct arylation of pyridine N-oxide: evidence for cooperative catalysis between two distinct palladium centers.

Review 2. Direct transition metal-catalyzed functionalization of heteroaromatic compounds.

3. Assessment of the intermediacy of arylpalladium carboxylate complexes in the direct arylation of benzene: evidence for C-H bond cleavage by "ligandless" species.

4. Palladium-catalyzed indole, pyrrole, and furan arylation by aryl chlorides.

5. Palladium-catalyzed Hiyama cross-coupling of aryltrifluorosilanes with aryl and heteroaryl chlorides.

6. Investigating the dearomative rearrangement of biaryl phosphine-ligated Pd(II) complexes.

7. Palladium-catalyzed arylation and heteroarylation of indolizines.

8. Rh(I)-catalyzed arylation of heterocycles via C-H bond activation: expanded scope through mechanistic insight.

9. Direct Arylation of Benzo[b]furan and Other Benzo-Fused Heterocycles.