On the Trapping of Vinylgold Intermediates

✍ Scribed by A. Stephen K. Hashmi; Tanuja Dondeti Ramamurthi; Frank Rominger

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 190 KB
• Volume: 352
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/adsc.201000011

✦ Synopsis

Abstract

An internal aryl‐substituted ortho‐alkynylphenol and a similar aniline with stoichiometric amounts of N,N′‐bis(2,6‐diisopropylphenyl)imidazol‐2‐ylidene‐gold tosylate [(IPr)AuOTs] and triethylamine gave the aurated heterocycles as stable intermediates of the corresponding gold(I)‐catalysed hydrooxylation and hydroamination reactions. X‐ray crystal structure analyses of both products could be obtained. A similar internal alkyl‐substituted ortho‐alkynylphenol gave only the cycloisomerised product, no aurated intermediate could be detected.