Journal
TETRAHEDRON
Volume 65, Issue 4, Pages 914-919Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2008.11.001
Keywords
Palladium catalysis; Weak bases; Arylation; C-H activation
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Funding
- National Natural Science Foundation of China [20772114]
- Innovation Fund for Outstanding Scholar of Henan Province [0621001100]
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A novel and generally applicable system for ortho-arylation of a broad range of sp(2) C-H bond substrates such as arylated benzoxazoles, acylated anilines, and pyridines has been developed. The arylation was performed in trifluoroacetic acid (TEA) under air by using PdCl2 as the catalyst with a low catalyst loading of 1 mol %. And it was found for the first: time that the addition of weak base K3PO4 to the acidic solvent could remarkably enhance the reaction rate. The arylated products were isolated in moderate to good yields with high regioselectivity for the substrates containing a meta-substituent. This arylation is tolerant with various functional groups such as CH3, CH3O, CH3CO, Br, and Cl. (c) 2008 Elsevier Ltd. All rights reserved.
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