Three-component synthesis of ynediones by a glyoxylation/Stephens-Castro coupling sequence

One step back, two steps forward! Starting from diverse heterocycles, the title reaction furnishes ynediones under very mild conditions in a direct and preparatively simple one-pot process. The key to avoiding decarbonylation is the CuI-catalyzed Stephens-Castro alkynylation rather than the usually...

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Bibliographic Details
Main Authors: Merkul, Eugen (Author) , Dohe, Janis (Author) , Gers, Charlotte (Author) , Rominger, Frank (Author) , Müller, Thomas J. J. (Author)
Format: Article (Journal)
Language:English
Published: 23 February 2011
In: Angewandte Chemie. International edition
Year: 2011, Volume: 50, Issue: 13, Pages: 2966-2969
ISSN:1521-3773
DOI:10.1002/anie.201007194
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/anie.201007194
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201007194
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Author Notes:Eugen Merkul, Janis Dohe, Charlotte Gers, Frank Rominger, and Thomas J.J. Müller
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Summary:One step back, two steps forward! Starting from diverse heterocycles, the title reaction furnishes ynediones under very mild conditions in a direct and preparatively simple one-pot process. The key to avoiding decarbonylation is the CuI-catalyzed Stephens-Castro alkynylation rather than the usually more efficient Sonogashira coupling. In addition, novel highly atom-economical four-component syntheses of various heterocycles can be achieved.
Item Description:Gesehen am 18.08.2022
Physical Description:Online Resource
ISSN:1521-3773
DOI:10.1002/anie.201007194