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Synfacts 2009(10): 1146-1146  
DOI: 10.1055/s-0029-1217885
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Rhenium-Catalyzed Regioselective Alkylation of Phenols

Contributor(s): Paul Knochel, Andrei Gavryushin
Y. Kuninobu*, T. Matsuki, K. Takai*
Okayama University, Japan
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Publication History

Publication Date:
22 September 2009 (online)

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Significance

Monoalkylation of phenols with ­alkenes proceeds only in ortho- and para-­positions to the hydroxyl group in the presence of Re2(CO)10 as a catalyst. In most cases, the monoalkylation product can be obtained selectively in good to excellent yields. This reaction has many advantages over the classical Friedel-Crafts alkylation.