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Dual gold(I)-catalyzed cyclization of dialkynyl pyridinium salts

Novel dialkynyl pyridines were synthesized and protected as alkyl salts for dual gold(I)-catalyzed cycloisomerization. Different alkyl groups and counter ions were screened for the salts, with benzyl and hexafluorophosphate providing the best results. The cyclization led to NMR yields of >95 % be...

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Main Authors: Tšupova, Svetlana (Author) , Cadu, Alban (Author) , Stuck, Fabian (Author) , Rominger, Frank (Author) , Rudolph, Matthias (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: 18 May 2017
In: ChemCatChem
Year: 2017, Volume: 9, Issue: 11, Pages: 1915-1920
ISSN:1867-3899
DOI:10.1002/cctc.201700018
Online Access:Verlag, Volltext: http://dx.doi.org/10.1002/cctc.201700018
Verlag, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/cctc.201700018/epdf
Verlag, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/cctc.201700018/abstract
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Author Notes:Svetlana Tšupova, Alban Cadu, Fabian Stuck, Frank Rominger, Matthias Rudolph, Joseph S.M. Samec, A. Stephen K. Hashmi
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Summary:Novel dialkynyl pyridines were synthesized and protected as alkyl salts for dual gold(I)-catalyzed cycloisomerization. Different alkyl groups and counter ions were screened for the salts, with benzyl and hexafluorophosphate providing the best results. The cyclization led to NMR yields of >95 % being obtained for a number of substrates. Step-wise hydrogenation of products could be performed in one-pot by Pd/C, with selective reduction of the double bonds, followed by deprotection of the benzyl group.
Item Description:Gesehen am 23.08.2017
Physical Description:Online Resource
ISSN:1867-3899
DOI:10.1002/cctc.201700018

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