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Literature DB >> 15045114

Synthesis of aryl azides and vinyl azides via proline-promoted CuI-catalyzed coupling reactions.

Abstract

The coupling reaction of aryl halides or vinyl iodide with sodium azide under catalysis of CuI/L-proline works at relatively low temperature to provide aryl azides or vinyl azides in good to excellent yields.

Entities: Chemical

Mesh：

Substances：

Year: 2004 PMID： 15045114 DOI： 10.1039/b400878b

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

19 in total

1. Copper(II)-Catalyzed Conversion of Aryl/Heteroaryl Boronic Acids, Boronates, and Trifluoroborates into the Corresponding Azides: Substrate Scope and Limitations.

Authors: Kimberly D Grimes; Amol Gupte; Courtney C Aldrich
Journal: Synthesis (Stuttg) Date: 2010-05-01 Impact factor: 3.157

2. Fluorinated ΔF508-CFTR correctors and potentiators for PET imaging.

Authors: Holly R Davison; Danielle M Solano; Puay-Wah Phuan; A S Verkman; Mark J Kurth
Journal: Bioorg Med Chem Lett Date: 2012-01-03 Impact factor: 2.823

3. Inhibition of siderophore biosynthesis by 2-triazole substituted analogues of 5'-O-[N-(salicyl)sulfamoyl]adenosine: antibacterial nucleosides effective against Mycobacterium tuberculosis.

Authors: Amol Gupte; Helena I Boshoff; Daniel J Wilson; João Neres; Nicholas P Labello; Ravindranadh V Somu; Chengguo Xing; Clifton E Barry; Courtney C Aldrich
Journal: J Med Chem Date: 2008-12-11 Impact factor: 7.446

10. Synthesis and characterization of tricarbonyl-Re/Tc(I) chelate probes targeting the G protein-coupled estrogen receptor GPER/GPR30.

Authors: Ritwik Burai; Chinnasamy Ramesh; Tapan K Nayak; Megan K Dennis; Bj K Bryant; Eric R Prossnitz; Jeffrey B Arterburn
Journal: PLoS One Date: 2012-10-15 Impact factor: 3.240

Synthesis of aryl azides and vinyl azides via proline-promoted CuI-catalyzed coupling reactions.

1. Copper(II)-Catalyzed Conversion of Aryl/Heteroaryl Boronic Acids, Boronates, and Trifluoroborates into the Corresponding Azides: Substrate Scope and Limitations.

2. Fluorinated ΔF508-CFTR correctors and potentiators for PET imaging.

3. Inhibition of siderophore biosynthesis by 2-triazole substituted analogues of 5'-O-[N-(salicyl)sulfamoyl]adenosine: antibacterial nucleosides effective against Mycobacterium tuberculosis.

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

5. Diamine Ligands in Copper-Catalyzed Reactions.

6. Synthesis and Explosion Hazards of 4-Azido-l-phenylalanine.

Review 7. Copper-catalyzed azide-alkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(I) acetylides.

8. Expedient Synthesis of SMAMPs via Click Chemistry.

9. Preparation of potassium azidoaryltrifluoroborates and their cross-coupling with aryl halides.

10. Synthesis and characterization of tricarbonyl-Re/Tc(I) chelate probes targeting the G protein-coupled estrogen receptor GPER/GPR30.