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

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

Angewandte Chemie International Edition · 2009 · 193 citations · 61 references

Concepts

Abstract

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.

References

61