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Molecules 2014, 19(9), 13448-13460; doi:10.3390/molecules190913448

Copper/N,N-Dimethylglycine Catalyzed Goldberg Reactions Between Aryl Bromides and Amides, Aryl Iodides and Secondary Acyclic Amides

Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, China
Received: 26 June 2014 / Revised: 14 July 2014 / Accepted: 4 August 2014 / Published: 29 August 2014
(This article belongs to the Section Organic Synthesis)
View Full-Text   |   Download PDF [735 KB, uploaded 29 August 2014]   |  

Abstract

An efficient and general copper-catalyzed Goldberg reaction at 90–110 °C between aryl bromides and amides providing the desired products in good to excellent yields has been developed using N,N-dimethylglycine as the ligand. The reaction is tolerant toward a wide range of amides and a variety of functional group substituted aryl bromides. In addition, hindered, unreactive aromatic and aliphatic secondary acyclic amides, known to be poor nucleophiles, are efficiently coupled with aryl iodides through this simple and cheap copper/N,N-dimethylglycine catalytic system. View Full-Text
Keywords: N,N-dimethylglycine; Goldberg reaction; aryl bromides; secondary acyclic amides N,N-dimethylglycine; Goldberg reaction; aryl bromides; secondary acyclic amides
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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Jiang, L. Copper/N,N-Dimethylglycine Catalyzed Goldberg Reactions Between Aryl Bromides and Amides, Aryl Iodides and Secondary Acyclic Amides. Molecules 2014, 19, 13448-13460.

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