Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2011, Issue 33, Pages 6656-6662Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201100994
Keywords
Chemoselectivity; Copper; Coupling; Cyclodextrins; Macrocyclic ligands
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Funding
- Institute for Advanced Studies in Basic Sciences (IASBS) Research Council [G2010IASBS120]
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We report here the transition-metal-catalyzed chemoselective cross-coupling of arylbroronic acids in high yields without using ligand or base. We have developed an efficient copper-catalyzed protocol for the homocoupling and cross-coupling of arylboronic acids. The protocol is also suitable for the cross-coupling of aliphatic primary amines with aryl-boronic acids. Aminophenols and primary amines bearing an alcoholic substituent on the aliphatic chain were coupled with arylboronic acids, and the products were obtained with high C-N coupling selectivity. An effective catalyst was Cu-2-beta-cyclodextrin, which is readily available and structurally simple, but has not previously been explored as a catalyst.
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