Synthesis of Polysubstituted Alkenes by Heck Vinylation or Suzuki Cross-Coupling Reactions in the Presence of a Tetraphosphane−Palladium Catalyst

✍ Scribed by Florian Berthiol; Henri Doucet; Maurice Santelli

• Publisher: John Wiley and Sons
• Year: 2003
• Tongue: English
• Weight: 110 KB
• Volume: 2003
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200390161

✦ Synopsis

Abstract

Through the use of [PdCl(C~3~H~5~)]~2~/cis,cis,cis‐1,2,3,4‐tetrakis[(diphenylphosphanyl)methyl]cyclopentane as a catalyst, a range of vinyl bromides undergo Suzuki cross‐couplings with arylboronic acids in good yields. Furthermore, the catalyst can be used at low loadings, even for reactions of sterically hindered substrates. Mediated by this catalyst, stilbene and 1,1‐diphenylethylene undergo Heck reactions with aryl halides to give triarylethylene derivatives. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)