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Synfacts 2007(11): 1191-1191  
DOI: 10.1055/s-2007-991235
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Acetophenones via Regioselective Arylation of Vinyl Ethers

Contributor(s): Paul Knochel, Andrei Gavryushin
R. K. Arvela, S. Pasquini, M. Larhed*
Uppsala University, Sweden and Università degli Studi di Siena, Italy
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Publication History

Publication Date:
23 October 2007 (online)

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Significance

This interesting and elegant protocol for the Heck arylation reaction in water is also a quite synthetically useful method for the mild preparation of acetophenones from aryl halides. The reaction is usually completely regioselective and affords high yields of products after the hydrolysis. Functional groups and ortho-substituents in substrates are well tolerated. This method can also be applied to some aryl chlorides and heteroarenes.