Gold-catalyzed synthesis of iodofulvenes

We report the gold-catalyzed synthesis of highly functionalized iodofulvenes from iododialkynes under mild conditions. The catalytic cycle involves the formation of gold acetylides and vinylgold intermediates. These intermediates can then undergo an unprecedented iodine/gold exchange. This new pathw...

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Bibliographic Details
Main Authors: Nösel, Pascal (Author) , Lauterbach, Tobias (Author) , Rudolph, Matthias (Author) , Rominger, Frank (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: May 7, 2013
In: Chemistry - a European journal
Year: 2013, Volume: 19, Issue: 26, Pages: 8634-8641
ISSN:1521-3765
DOI:10.1002/chem.201300507
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201300507
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201300507
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Author Notes:Pascal Nösel, Tobias Lauterbach, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi
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Summary:We report the gold-catalyzed synthesis of highly functionalized iodofulvenes from iododialkynes under mild conditions. The catalytic cycle involves the formation of gold acetylides and vinylgold intermediates. These intermediates can then undergo an unprecedented iodine/gold exchange. This new pathway for catalyst transfer in dual gold catalysis opens up the possibility of highly regioselective transformations directed by the gold in the organogold intermediates. The resulting products are well suited for further metal-mediated coupling reactions, allowing the synthesis of extended π-systems.
Item Description:Gesehen am 25.11.2021
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201300507