Organoborane Reagents in the C-Alkylation of Aromatic Aldimines

✍ Scribed by María Valpuesta; Carmen Muñoz; Amelia Díaz; Rafael Suau; Gregorio Torres

• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: English
• Weight: 94 KB
• Volume: 2007
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200700400

✦ Synopsis

Abstract

The reaction of an aldimine with dicyclohexylboron chloride in the presence of hydrogen peroxide gives N‐[cyclohexyl(aryl)methyl]arylamines 2 in good yields via oxidized imine–borane complexes. The amines can also be obtained by a three‐component reaction involving an arenecarbaldehyde, an arylamine and a dialkylchloroborane reagent. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)