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Literature DB >> 21851080

Palladium-catalyzed direct arylation of heteroaromatic compounds: improved conditions utilizing controlled microwave heating.

Mostafa Baghbanzadeh¹, Christian Pilger, C Oliver Kappe.

Abstract

A versatile and rapid microwave-assisted procedure for the palladium-catalyzed direct arylation of heterocycles by aryl bromides and heteroaryl bromides is described. This novel protocol features short coupling times (10-60 min) and low catalyst loadings (1 mol %) and allows the successful arylation of previously unreactive heterocyclic substrates.

Entities: Chemical

Year: 2011 PMID： 21851080 DOI： 10.1021/jo201516v

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

7 in total

1. Palladium-catalyzed direct arylation of pyridine N-oxide with 2-bromoacetanilides. Synthesis of benzisoxazolo[2,3-a]pyridinium tetrafluoroborates.

Authors: Jeffery T Myers; James M Hanna
Journal: Tetrahedron Lett Date: 2012-02-08 Impact factor: 2.415

2. Room-Temperature Direct β-Arylation of Thiophenes and Benzo[b]thiophenes and Kinetic Evidence for a Heck-type Pathway.

Authors: Chiara Colletto; Saidul Islam; Francisco Juliá-Hernández; Igor Larrosa
Journal: J Am Chem Soc Date: 2016-01-28 Impact factor: 15.419

Palladium-catalyzed direct arylation of heteroaromatic compounds: improved conditions utilizing controlled microwave heating.

1. Palladium-catalyzed direct arylation of pyridine N-oxide with 2-bromoacetanilides. Synthesis of benzisoxazolo[2,3-a]pyridinium tetrafluoroborates.

2. Room-Temperature Direct β-Arylation of Thiophenes and Benzo[b]thiophenes and Kinetic Evidence for a Heck-type Pathway.

3. Ag(I)-C-H Activation Enables Near-Room-Temperature Direct α-Arylation of Benzo[ b]thiophenes.

4. Extending the utility of [Pd(NHC)(cinnamyl)Cl] precatalysts: Direct arylation of heterocycles.

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

Review 6. My Twenty Years in Microwave Chemistry: From Kitchen Ovens to Microwaves that aren't Microwaves.

7. Isomeric Dithienophosphepines: The Impact of Ring Fusion on Electronic and Structural Properties.