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On the Trapping of Vinylgold Intermediates
Author(s) -
Hashmi A. Stephen K.,
Ramamurthi Tanuja Dondeti,
Rominger Frank
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000011
Subject(s) - chemistry , hydroamination , triethylamine , aniline , alkyl , aryl , stoichiometry , medicinal chemistry , trapping , cationic polymerization , organic chemistry , catalysis , ecology , biology
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.