Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 352, Issue 6, Pages 971-975Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201000011
Keywords
alcohols; alkynes; amines; gold; hetarenes; mechanism
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Funding
- Umicore AG Co. KG
- Deutsche Forschungsgemeinschaft [SFB 623]
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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.
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