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Anodic Oxidation and Organocatalysis: Direct Regio‐ and Stereoselective Access to meta ‐Substituted Anilines by α‐Arylation of Aldehydes

2009; Wiley; Volume: 49; Issue: 1 Linguagem: Inglês

10.1002/anie.200904754

1521-3773

Kim L. Jensen, Patrick T. Franke, Lasse T. Nielsen, Kim Daasbjerg, Karl Anker Jørgensen,

Radical Photochemical Reactions

What's the potential? An anodic oxidation/organocatalytic α-arylation of aldehydes using substituted electron-rich aromatic compounds has been developed. The method gives access to meta-substituted anilines and dihydrobenzofurans in good yields and excellent enantioselectivity (see scheme; Pg=protecting group). This method is an example of a new concept combining organocatalysis with electrochemistry.