Journal
ORGANIC LETTERS
Volume 10, Issue 24, Pages 5601-5604Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol802349u
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The carboxylate anion has been used as a directing group to effect selective ortho-substituted derivatives 3 (>99:1 selectivity 50-80% yield). The solvent, base, and equivalents of base are the determining factors for the success of this reaction. The directing effect can be reversed by the appropriate use of phosphine ligands to prepare the para-substituted 4 selectively (ca. 12:1 selectivity).
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