Literature DB >> 12633073

Mild and efficient copper-catalyzed amination of aryl bromides with primary alkylamines.

Fuk Yee Kwong1, Stephen L Buchwald.   

Abstract

[reaction: see text] An efficient copper-catalyzed amination of aryl bromides with primary alkylamines was developed that uses commercially available diethylsalicylamide as the ligand. This amination reaction can be performed at 90 degrees C in good yield. A variety of functional groups are compatible with these reaction conditions. Preliminary results show that this reaction can be carried out under solvent-free conditions with comparable yields.

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Year:  2003        PMID: 12633073     DOI: 10.1021/ol0273396

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


  18 in total

1.  Cu(I)-amido complexes in the Ullmann reaction: reactions of Cu(I)-amido complexes with iodoarenes with and without autocatalysis by CuI.

Authors:  Ramesh Giri; John F Hartwig
Journal:  J Am Chem Soc       Date:  2010-10-26       Impact factor: 15.419

2.  Copper(II)-catalyzed enantioselective intramolecular carboamination of alkenes.

Authors:  Wei Zeng; Sherry R Chemler
Journal:  J Am Chem Soc       Date:  2007-10-05       Impact factor: 15.419

3.  Palladium-catalyzed synthesis of N-vinyl pyrroles and indoles.

Authors:  Mohammad Movassaghi; Alison E Ondrus
Journal:  J Org Chem       Date:  2005-10-14       Impact factor: 4.354

4.  Diamine Ligands in Copper-Catalyzed Reactions.

Authors:  David S Surry; Stephen L Buchwald
Journal:  Chem Sci       Date:  2010       Impact factor: 9.825

5.  Computational explorations of mechanisms and ligand-directed selectivities of copper-catalyzed Ullmann-type reactions.

Authors:  Gavin O Jones; Peng Liu; K N Houk; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2010-05-05       Impact factor: 15.419

6.  Mechanism of the Ullmann Biaryl Ether Synthesis Catalyzed by Complexes of Anionic Ligands: Evidence for the Reaction of Iodoarenes with Ligated Anionic CuI Intermediates.

Authors:  Ramesh Giri; Andrew Brusoe; Konstantin Troshin; Justin Y Wang; Marc Font; John F Hartwig
Journal:  J Am Chem Soc       Date:  2018-01-05       Impact factor: 15.419

7.  Facile N-arylation of amines and sulfonamides and o-arylation of phenols and arenecarboxylic acids.

Authors:  Zhijian Liu; Richard C Larock
Journal:  J Org Chem       Date:  2006-04-14       Impact factor: 4.354

8.  Regioselective copper-catalyzed amination of chlorobenzoic acids: synthesis and solid-state structures of N-aryl anthranilic acid derivatives.

Authors:  Xuefeng Mei; Adam T August; Christian Wolf
Journal:  J Org Chem       Date:  2006-01-06       Impact factor: 4.354

9.  Stereoselective Synthesis of Isoxazolidines via Copper-Catalyzed Alkene Diamination.

Authors:  Zainab M Khoder; Christina E Wong; Sherry R Chemler
Journal:  ACS Catal       Date:  2017-06-15       Impact factor: 13.084

10.  Mechanistic studies on the copper-catalyzed N-arylation of amides.

Authors:  Eric R Strieter; Brijesh Bhayana; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2009-01-14       Impact factor: 15.419

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