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Synfacts 2010(2): 0235-0235  
DOI: 10.1055/s-0029-1219134
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Combining Organocatalysis and Electrochemistry

Contributor(s): Benjamin List, Saihu Liao
K. L. Jensen, P. T. Franke, L. T. Nielsen, K. Daasbjerg, K. A. Jørgensen*
Aarhus University, Denmark
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Publication History

Publication Date:
21 January 2010 (online)

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Significance

A new concept, combining organocatalysis with electrochemistry, is demonstrated by the authors on the direct intermolecular α-arylation of aldehydes using N-tosyl-4-aminophenol (1). The reaction was carried out in an undivided cell with acetonitrile-water (1:1) as solvent. In the presence of 10 mol% of catalyst, the corresponding meta-arylated anilines or dihydrobenzofurans 3 can be obtained in good yields (69-87%) with high stereoselectivity (up to er = 98:2).