Efficient cycloisomerization of propargyl amides by electrophilic gold(I) complexes of KITPHOS monophosphines: a comparative study

Electrophilic gold(I) complexes of diphenyl- and dicyclohexylphosphino-based KITPHOS monophosphines catalyze the 5-exo-dig cycloisomerization of a range of propargyl amides to afford the corresponding alkylidene oxazolines; in all cases catalysts formed from diphenylphosphino-substituted KITPHOS mon...

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Main Authors: Doherty, Simon (Author) , Knight, Julian G. (Author) , Hashmi, A. Stephen K. (Author) , Smyth, Catherine H. (Author) , Ward, Nicholas A. B. (Author) , Robson, Katharine J. (Author) , Tweedley, Sophie (Author) , Harrington, Ross W. (Author) , Clegg, William (Author)
Format: Article (Journal)
Language:English
Published: August 17, 2010
In: Organometallics
Year: 2010, Volume: 29, Issue: 18, Pages: 4139-4147
ISSN:1520-6041
DOI:10.1021/om1006769
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/om1006769
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Author Notes:Simon Doherty, Julian G. Knight, A. Stephen K. Hashmi, Catherine H. Smyth, Nicholas A.B. Ward, Katharine J. Robson, Sophie Tweedley, Ross W. Harrington, and William Clegg
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Summary:Electrophilic gold(I) complexes of diphenyl- and dicyclohexylphosphino-based KITPHOS monophosphines catalyze the 5-exo-dig cycloisomerization of a range of propargyl amides to afford the corresponding alkylidene oxazolines; in all cases catalysts formed from diphenylphosphino-substituted KITPHOS monophosphines outperformed their dicyclohexylphosphino counterparts as well as that based on triphenylphosphine, an indication that the biaryl/biaryl-like framework may be responsible for imparting high catalyst efficiency.
Item Description:Gesehen am 16.02.2023
Physical Description:Online Resource
ISSN:1520-6041
DOI:10.1021/om1006769