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Literature DB >> 11674624

Room-Temperature Palladium-Catalyzed Amination of Aryl Bromides and Chlorides and Extended Scope of Aromatic C-N Bond Formation with a Commercial Ligand.

John F. Hartwig¹, Motoi Kawatsura, Sheila I. Hauck, Kevin H. Shaughnessy, Luis M. Alcazar-Roman.

Abstract

The reactions of aryl bromides with amines occurs at room temperature when using Pd(0) and P(t-Bu)(3) in a 1:1 ratio, and the reactions of aryl chlorides occur at room temperature or 70 degrees C. The arylation of indoles and the new arylation of carbamates also occur when using P(t-Bu)(3) as ligand.

Entities: Chemical

Year: 1999 PMID： 11674624 DOI： 10.1021/jo990408i

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

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Cited

37 in total

1. Effect of ligand steric properties and halide identity on the mechanism for oxidative addition of haloarenes to trialkylphosphine Pd(0) complexes.

Authors: Fabiola Barrios-Landeros; Brad P Carrow; John F Hartwig
Journal: J Am Chem Soc Date: 2009-06-17 Impact factor: 15.419

2. Palladium-Catalyzed Aerobic Dehydrogenation of Cyclic Hydrocarbons for the Synthesis of Substituted Aromatics and Other Unsaturated Products.

Authors: Andrei V Iosub; Shannon S Stahl
Journal: ACS Catal Date: 2016-10-24 Impact factor: 13.084

Review 3. Carbon-heteroatom bond formation catalysed by organometallic complexes.

Authors: John F Hartwig
Journal: Nature Date: 2008-09-18 Impact factor: 49.962

4. Design of Bcl-2 and Bcl-xL inhibitors with subnanomolar binding affinities based upon a new scaffold.

Authors: Haibin Zhou; Jianfang Chen; Jennifer L Meagher; Chao-Yie Yang; Angelo Aguilar; Liu Liu; Longchuan Bai; Xin Cong; Qian Cai; Xueliang Fang; Jeanne A Stuckey; Shaomeng Wang
Journal: J Med Chem Date: 2012-05-10 Impact factor: 7.446

5. Dialkylbiaryl Phosphines in Pd-Catalyzed Amination: A User's Guide.

Authors: David S Surry; Stephen L Buchwald
Journal: Chem Sci Date: 2011 Impact factor: 9.825

6. Synthesis and characterization of a series of structurally and electronically diverse Fe(II) complexes featuring a family of triphenylamido-amine ligands.

Authors: Patrina Paraskevopoulou; Lin Ai; Qiuwen Wang; Devender Pinnapareddy; Rama Acharyya; Rupam Dinda; Purak Das; Remle Celenligil-Cetin; Georgios Floros; Yiannis Sanakis; Amitava Choudhury; Nigam P Rath; Pericles Stavropoulos
Journal: Inorg Chem Date: 2010-01-04 Impact factor: 5.165

Room-Temperature Palladium-Catalyzed Amination of Aryl Bromides and Chlorides and Extended Scope of Aromatic C-N Bond Formation with a Commercial Ligand.

1. Effect of ligand steric properties and halide identity on the mechanism for oxidative addition of haloarenes to trialkylphosphine Pd(0) complexes.

2. Palladium-Catalyzed Aerobic Dehydrogenation of Cyclic Hydrocarbons for the Synthesis of Substituted Aromatics and Other Unsaturated Products.

Review 3. Carbon-heteroatom bond formation catalysed by organometallic complexes.

4. Design of Bcl-2 and Bcl-xL inhibitors with subnanomolar binding affinities based upon a new scaffold.

5. Dialkylbiaryl Phosphines in Pd-Catalyzed Amination: A User's Guide.

6. Synthesis and characterization of a series of structurally and electronically diverse Fe(II) complexes featuring a family of triphenylamido-amine ligands.

7. A potent and highly efficacious Bcl-2/Bcl-xL inhibitor.

8. Pd-catalyzed N-arylation of secondary acyclic amides: catalyst development, scope, and computational study.

9. Metal-Catalyzed and Metal-Free Intermolecular Amination of Light Alkanes and Benzenes.

10. Structure-based design of potent Bcl-2/Bcl-xL inhibitors with strong in vivo antitumor activity.