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Synfacts 2006(11): 1163-1163
DOI: 10.1055/s-2006-949484
DOI: 10.1055/s-2006-949484
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Pd-Catalyzed Synthesis of Phenols and Aromatic Ethers from Aryl Halides
K. W. Anderson, T. Ikawa, R. E. Tundel, S. L. Buchwald*
Massachusetts Institute of Technology, Cambridge, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
24. Oktober 2006 (online)
Significance
While a broad number of Pd-catalyzed carbon-heteroatom bond formation reactions are known up to date, this is the first report for a direct preparation of phenols from aryl halides and OH- as a nucleophile. This method allows an easy conversion of various aryl and heteroaryl chlorides and bromides into the corresponding phenols in high yields. Very good functional-group compatibility is observed, despite the highly basic conditions. The prepared phenols can be converted in situ into alkylaryl ethers, using the same Pd catalyst and the corresponding alkyl halide. The method allows also an easy preparation of substituted benzofuranes.