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ortho-Arylation of ortho-substituted benzoic acids is a challenging process due to the tendency of the reaction products toward Pd-catalyzed protodecarboxylation. A simple method for preventing decarboxylation in sterically hindered benzoic acids is reported. The method described represents a reliable and broadly applicable entry to 2-aryl-6-substituted benzoic acids.

Citation

Carlos Arroniz, Alan Ironmonger, Gerry Rassias, Igor Larrosa. Direct ortho-arylation of ortho-substituted benzoic acids: overriding Pd-catalyzed protodecarboxylation. Organic letters. 2013 Feb 15;15(4):910-3

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PMID: 23373630

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